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Hydrogen peroxide is a
chemical compound
A chemical compound is a chemical substance composed of many identical molecules (or molecular entities) containing atoms from more than one chemical element held together by chemical bonds. A molecule consisting of atoms of only one element ...
with the formula . In its pure form, it is a very pale blue
liquid
A liquid is a nearly incompressible fluid that conforms to the shape of its container but retains a (nearly) constant volume independent of pressure. As such, it is one of the four fundamental states of matter (the others being solid, gas, a ...
that is slightly more
viscous
The viscosity of a fluid is a measure of its resistance to deformation at a given rate. For liquids, it corresponds to the informal concept of "thickness": for example, syrup has a higher viscosity than water.
Viscosity quantifies the inter ...
than
water
Water (chemical formula ) is an inorganic, transparent, tasteless, odorless, and nearly colorless chemical substance, which is the main constituent of Earth's hydrosphere and the fluids of all known living organisms (in which it acts as a ...
. It is used as an
oxidizer
An oxidizing agent (also known as an oxidant, oxidizer, electron recipient, or electron acceptor) is a substance in a redox chemical reaction that gains or " accepts"/"receives" an electron from a (called the , , or ). In other words, an oxid ...
,
bleach
Bleach is the generic name for any chemical product that is used industrially or domestically to remove color (whitening) from a fabric or fiber or to clean or to remove stains in a process called bleaching. It often refers specifically, to ...
ing agent, and
antiseptic
An antiseptic (from Greek ἀντί ''anti'', "against" and σηπτικός ''sēptikos'', "putrefactive") is an antimicrobial substance or compound that is applied to living tissue/skin to reduce the possibility of infection, sepsis, or putre ...
, usually as a dilute solution (3%–6% by weight) in water for consumer use, and in higher concentrations for industrial use. Concentrated hydrogen peroxide, or "
high-test peroxide
High-test peroxide (HTP) is a highly concentrated (85 to 98%) solution of hydrogen peroxide, with the remainder consisting predominantly of water. In contact with a catalyst, it decomposes into a high-temperature mixture of steam and oxygen, with n ...
", decomposes explosively when heated and has been used as a
propellant
A propellant (or propellent) is a mass that is expelled or expanded in such a way as to create a thrust or other motive force in accordance with Newton's third law of motion, and "propel" a vehicle, projectile, or fluid payload. In vehicles, the e ...
in
rocket
A rocket (from it, rocchetto, , bobbin/spool) is a vehicle that uses jet propulsion to accelerate without using the surrounding air. A rocket engine produces thrust by reaction to exhaust expelled at high speed. Rocket engines work entirely fr ...
ry.
Hydrogen peroxide is a
reactive oxygen species
In chemistry, reactive oxygen species (ROS) are highly reactive chemicals formed from diatomic oxygen (). Examples of ROS include peroxides, superoxide, hydroxyl radical, singlet oxygen, and alpha-oxygen.
The reduction of molecular oxygen () p ...
and the simplest
peroxide
In chemistry, peroxides are a group of compounds with the structure , where R = any element. The group in a peroxide is called the peroxide group or peroxo group. The nomenclature is somewhat variable.
The most common peroxide is hydrogen p ...
, a compound having an oxygen–oxygen
single bond
In chemistry, a single bond is a chemical bond between two atoms involving two valence electrons. That is, the atoms share one pair of electrons where the bond forms. Therefore, a single bond is a type of covalent bond. When shared, each of th ...
. It decomposes slowly when exposed to light, and rapidly in the presence of organic or reactive compounds. It is typically stored with a
stabilizer in a weakly acidic solution in a dark bottle to block light. Hydrogen peroxide is found in biological systems including the human body. Enzymes that use or decompose hydrogen peroxide are classified as
peroxidases
Peroxidases or peroxide reductases ( EC numberbr>1.11.1.x are a large group of enzymes which play a role in various biological processes. They are named after the fact that they commonly break up peroxides.
Functionality
Peroxidases typically ca ...
.
Properties
The boiling point of has been extrapolated as being , approximately higher than water. In practice, hydrogen peroxide will undergo potentially explosive
thermal decomposition
Thermal decomposition, or thermolysis, is a chemical decomposition caused by heat. The decomposition temperature of a substance is the temperature at which the substance chemically decomposes. The reaction is usually endothermic as heat is req ...
if heated to this temperature. It may be safely distilled at lower temperatures under reduced pressure.
Structure
Hydrogen peroxide () is a nonplanar molecule with (twisted) C
2 symmetry
Symmetry (from grc, συμμετρία "agreement in dimensions, due proportion, arrangement") in everyday language refers to a sense of harmonious and beautiful proportion and balance. In mathematics, "symmetry" has a more precise definit ...
; this was first shown by
Paul-Antoine Giguère
Paul-Antoine Giguère, (January 13, 1910 – December 25, 1987) was a Canadian academic and chemist.
Born in Quebec City, he received a Bachelor of Science degree from Université Laval in 1934, and a doctorate from McGill University in 1937 ...
in 1950 using
infrared spectroscopy
Infrared spectroscopy (IR spectroscopy or vibrational spectroscopy) is the measurement of the interaction of infrared radiation with matter by absorption, emission, or reflection. It is used to study and identify chemical substances or function ...
. Although the O−O bond is a
single bond
In chemistry, a single bond is a chemical bond between two atoms involving two valence electrons. That is, the atoms share one pair of electrons where the bond forms. Therefore, a single bond is a type of covalent bond. When shared, each of th ...
, the molecule has a relatively high
rotational barrier
In chemistry, conformational isomerism is a form of stereoisomerism in which the isomers can be interconverted just by rotations about formally single bonds (refer to figure on single bond rotation). While any two arrangements of atoms in a mo ...
of 386
cm−1 (4.62
kJ/
mol) for rotation between
enantiomer
In chemistry, an enantiomer ( /ɪˈnænti.əmər, ɛ-, -oʊ-/ ''ih-NAN-tee-ə-mər''; from Ancient Greek ἐνάντιος ''(enántios)'' 'opposite', and μέρος ''(méros)'' 'part') – also called optical isomer, antipode, or optical ant ...
s via the
''trans'' configuration, and 2460 cm
−1 (29.4 kJ/mol) via the
''cis'' configuration.
These barriers are proposed to be due to
repulsion between the
lone pair
In chemistry, a lone pair refers to a pair of valence electrons that are not shared with another atom in a covalent bondIUPAC ''Gold Book'' definition''lone (electron) pair''/ref> and is sometimes called an unshared pair or non-bonding pair. Lone ...
s of the adjacent oxygen atoms and dipolar effects between the two O–H bonds. For comparison, the rotational barrier for
ethane
Ethane ( , ) is an organic chemical compound with chemical formula . At standard temperature and pressure, ethane is a colorless, odorless gas. Like many hydrocarbons, ethane is isolated on an industrial scale from natural gas and as a petr ...
is 1040 cm
−1 (12.4 kJ/mol).
The approximately 100°
dihedral angle
A dihedral angle is the angle between two intersecting planes or half-planes. In chemistry, it is the clockwise angle between half-planes through two sets of three atoms, having two atoms in common. In solid geometry, it is defined as the uni ...
between the two O–H bonds makes the molecule
chiral
Chirality is a property of asymmetry important in several branches of science. The word ''chirality'' is derived from the Greek (''kheir''), "hand", a familiar chiral object.
An object or a system is ''chiral'' if it is distinguishable from ...
. It is the smallest and simplest molecule to exhibit
enantiomer
In chemistry, an enantiomer ( /ɪˈnænti.əmər, ɛ-, -oʊ-/ ''ih-NAN-tee-ə-mər''; from Ancient Greek ἐνάντιος ''(enántios)'' 'opposite', and μέρος ''(méros)'' 'part') – also called optical isomer, antipode, or optical ant ...
ism. It has been proposed that the
enantiospecific interactions of one rather than the other may have led to amplification of one enantiomeric form of
ribonucleic acid
Ribonucleic acid (RNA) is a polymeric molecule essential in various biological roles in coding, decoding, regulation and expression of genes. RNA and deoxyribonucleic acid ( DNA) are nucleic acids. Along with lipids, proteins, and carbohydra ...
s and therefore an origin of
homochirality
Homochirality is a uniformity of chirality, or handedness. Objects are chiral when they cannot be superposed on their mirror images. For example, the left and right hands of a human are approximately mirror images of each other but are not their ow ...
in an
RNA world
The RNA world is a hypothetical stage in the evolutionary history of life on Earth, in which self-replicating RNA molecules proliferated before the evolution of DNA and proteins. The term also refers to the hypothesis that posits the existence ...
.
The molecular structures of gaseous and
crystalline
A crystal or crystalline solid is a solid material whose constituents (such as atoms, molecules, or ions) are arranged in a highly ordered microscopic structure, forming a crystal lattice that extends in all directions. In addition, macrosc ...
are significantly different. This difference is attributed to the effects of
hydrogen bonding
In chemistry, a hydrogen bond (or H-bond) is a primarily electrostatic force of attraction between a hydrogen (H) atom which is covalently bound to a more electronegative "donor" atom or group (Dn), and another electronegative atom bearing a l ...
, which is absent in the gaseous state. Crystals of are
tetragonal
In crystallography, the tetragonal crystal system is one of the 7 crystal systems. Tetragonal crystal lattices result from stretching a cubic lattice along one of its lattice vectors, so that the cube becomes a rectangular prism with a square ...
with the
space group
In mathematics, physics and chemistry, a space group is the symmetry group of an object in space, usually in three dimensions. The elements of a space group (its symmetry operations) are the rigid transformations of an object that leave it unchan ...
''D'' or ''P''4
12
12.
Aqueous solutions
In
aqueous solution
An aqueous solution is a solution in which the solvent is water. It is mostly shown in chemical equations by appending (aq) to the relevant chemical formula. For example, a solution of table salt, or sodium chloride (NaCl), in water would be re ...
s, hydrogen peroxide differs from the pure substance due to the effects of hydrogen bonding between water and hydrogen peroxide molecules. Hydrogen peroxide and water form a
eutectic mixture, exhibiting
freezing-point depression
Freezing-point depression is a drop in the minimum temperature at which a substance freezes, caused when a smaller amount of another, non- volatile substance is added. Examples include adding salt into water (used in ice cream makers and for ...
down as low as -56 °C; pure water has a freezing point of 0 °C and pure hydrogen peroxide of -0.43 °C. The boiling point of the same mixtures is also depressed in relation with the mean of both boiling points (125.1 °C). It occurs at 114 °C. This boiling point is 14 °C greater than that of pure water and 36.2 °C less than that of pure hydrogen peroxide.
hydrazine
Hydrazine is an inorganic compound with the chemical formula . It is a simple pnictogen hydride, and is a colourless flammable liquid with an ammonia-like odour. Hydrazine is highly toxic unless handled in solution as, for example, hydrazine ...
and water, with only
hydroxylamine
Hydroxylamine is an inorganic compound with the formula . The material is a white crystalline, hygroscopic compound.Greenwood and Earnshaw. ''Chemistry of the Elements.'' 2nd Edition. Reed Educational and Professional Publishing Ltd. pp. 431–43 ...
crystallising significantly more readily, indicative of particularly strong hydrogen bonding.
Diphosphane
Diphosphane, or diphosphine, is an inorganic compound with the chemical formula P2H4. This colourless liquid is one of several binary phosphorus hydrides. It is the impurity that typically causes samples of phosphine to ignite in air.
Propert ...
and
hydrogen disulfide
Hydrogen disulfide is the inorganic compound with the formula H2S2. This hydrogen chalcogenide is a pale yellow volatile liquid with a camphor-like odor. It decomposes readily to hydrogen sulfide (H2S) and elemental sulfur.R. Steudel "Inorgani ...
exhibit only weak hydrogen bonding and have little chemical similarity to hydrogen peroxide. Structurally, the analogues all adopt similar skewed structures, due to repulsion between adjacent
lone pair
In chemistry, a lone pair refers to a pair of valence electrons that are not shared with another atom in a covalent bondIUPAC ''Gold Book'' definition''lone (electron) pair''/ref> and is sometimes called an unshared pair or non-bonding pair. Lone ...
s.
Discovery
Alexander von Humboldt
Friedrich Wilhelm Heinrich Alexander von Humboldt (14 September 17696 May 1859) was a German polymath, geographer, naturalist, explorer, and proponent of Romantic philosophy and science. He was the younger brother of the Prussian minister, p ...
is sometimes said to have been the first to report the first synthetic peroxide,
barium peroxide
Barium peroxide is the inorganic compound with the formula Ba O2. This white solid (gray when impure) is one of the most common inorganic peroxides, and it was the first peroxide compound discovered. Being an oxidizer and giving a vivid green c ...
, in 1799 as a by-product of his attempts to decompose air, although this is disputed due to von Humboldt's ambiguous wording. Nineteen years later
Louis Jacques Thénard
Louis Jacques Thénard (4 May 177721 June 1857) was a French chemist.
Life
He was born in a farm cottage near Nogent-sur-Seine in the Champagne district
the son of a farm worker. In the post-Revolution French educational system , most boys rec ...
recognized that this compound could be used for the preparation of a previously unknown compound, which he described as ("oxygenated water") – subsequently known as hydrogen peroxide. Today, the term "oxygenated water" may appear on retail packaging referring to mixtures containing either water and hydrogen peroxide or water and dissolved oxygen. This could cause personal injury if the difference is not properly understood by the user.
An improved version of Thénard's process used
hydrochloric acid
Hydrochloric acid, also known as muriatic acid, is an aqueous solution of hydrogen chloride. It is a colorless solution with a distinctive pungent smell. It is classified as a strong acid
Acid strength is the tendency of an acid, symbol ...
, followed by addition of
sulfuric acid
Sulfuric acid (American spelling and the preferred IUPAC name) or sulphuric acid ( Commonwealth spelling), known in antiquity as oil of vitriol, is a mineral acid composed of the elements sulfur, oxygen and hydrogen, with the molecular formu ...
to precipitate the
barium sulfate
Barium sulfate (or sulphate) is the inorganic compound with the chemical formula Ba SO4. It is a white crystalline solid that is odorless and insoluble in water. It occurs as the mineral barite, which is the main commercial source of barium an ...
byproduct. This process was used from the end of the 19th century until the middle of the 20th century.
The bleaching effect of peroxides and their salts on
natural dye
Natural dyes are dyes or colorants derived from plants, invertebrates, or minerals. The majority of natural dyes are vegetable dyes from plant sources—roots, berries, bark, leaves, and wood—and other biological sources such as fungi.
Archaeol ...
s had been known since Thénard's experiments in the 1820s, but early attempts of industrial production of peroxides failed. The first plant producing hydrogen peroxide was built in 1873 in
Berlin
Berlin ( , ) is the capital and largest city of Germany by both area and population. Its 3.7 million inhabitants make it the European Union's most populous city, according to population within city limits. One of Germany's sixteen constitue ...
. The discovery of the synthesis of hydrogen peroxide by
electrolysis
In chemistry and manufacturing, electrolysis is a technique that uses direct electric current (DC) to drive an otherwise non-spontaneous chemical reaction. Electrolysis is commercially important as a stage in the separation of elements from n ...
with
sulfuric acid
Sulfuric acid (American spelling and the preferred IUPAC name) or sulphuric acid ( Commonwealth spelling), known in antiquity as oil of vitriol, is a mineral acid composed of the elements sulfur, oxygen and hydrogen, with the molecular formu ...
introduced the more efficient electrochemical method. It was first commercialized in 1908 in
Weißenstein
Weißenstein ( sl, Bilšak) is a town in the district of Villach-Land in the Austrian state of Carinthia.
Geography
Weißenstein lies in the lower Drau valley northwest of Villach. The highest point in the municipality is the Spitzeck at 1517 m ...
,
Carinthia
Carinthia (german: Kärnten ; sl, Koroška ) is the southernmost States of Austria, Austrian state, in the Eastern Alps, and is noted for its mountains and lakes. The main language is German language, German. Its regional dialects belong to t ...
, Austria. The
anthraquinone process
The anthraquinone process is a process for the production of hydrogen peroxide, which was developed by BASF. The industrial production of hydrogen peroxide is based on the reduction of oxygen, as in the direct synthesis from the elements. Instead ...
, which is still used, was developed during the 1930s by the German chemical manufacturer
IG Farben
Interessengemeinschaft Farbenindustrie AG (), commonly known as IG Farben (German for 'IG Dyestuffs'), was a German chemical and pharmaceutical conglomerate (company), conglomerate. Formed in 1925 from a merger of six chemical companies—BASF, ...
in
Ludwigshafen
Ludwigshafen, officially Ludwigshafen am Rhein (; meaning " Ludwig's Port upon Rhine"), is a city in the German state of Rhineland-Palatinate, on the river Rhine, opposite Mannheim. With Mannheim, Heidelberg, and the surrounding region, it form ...
. The increased demand and improvements in the synthesis methods resulted in the rise of the annual production of hydrogen peroxide from 35,000 tonnes in 1950, to over 100,000 tonnes in 1960, to 300,000 tonnes by 1970; by 1998 it reached 2.7 million tonnes.
Early attempts failed to produce neat hydrogen peroxide. Anhydrous hydrogen peroxide was first obtained by
vacuum distillation
Vacuum distillation is distillation performed under reduced pressure, which allows the purification of compounds not readily distilled at ambient pressures or simply to save time or energy. This technique separates compounds based on differences i ...
.
Determination of the molecular structure of hydrogen peroxide proved to be very difficult. In 1892, the Italian physical chemist Giacomo Carrara (1864–1925) determined its molecular mass by
freezing-point depression
Freezing-point depression is a drop in the minimum temperature at which a substance freezes, caused when a smaller amount of another, non- volatile substance is added. Examples include adding salt into water (used in ice cream makers and for ...
, which confirmed that its molecular formula is . At least half a dozen hypothetical molecular structures seemed to be consistent with the available evidence. In 1934, the English mathematical physicist
William Penney
William George Penney, Baron Penney, (24 June 19093 March 1991) was an English mathematician and professor of mathematical physics at the Imperial College London and later the rector of Imperial College London. He had a leading role in the d ...
and the Scottish physicist
Gordon Sutherland
Sir Gordon Brims Black McIvor Sutherland FRS (8 April 1907 – 27 June 1980) was a Scottish physicist.
Biography
Sutherland was born on 8 April 1907 at Watten, Caithness. He was the youngest of seven children of Peter Sutherland and Eliza Hop ...
proposed a molecular structure for hydrogen peroxide that was very similar to the presently accepted one.
Previously, hydrogen peroxide was prepared industrially by
hydrolysis
Hydrolysis (; ) is any chemical reaction in which a molecule of water breaks one or more chemical bonds. The term is used broadly for substitution reaction, substitution, elimination reaction, elimination, and solvation reactions in which water ...
of
ammonium persulfate
Ammonium persulfate (APS) is the inorganic compound with the formula (NH4)2S2O8. It is a colourless (white) salt that is highly soluble in water, much more so than the related potassium salt. It is a strong oxidizing agent that is used as a cataly ...
:
:
H4S2O8 + 2 H2O -> 2 H4SO4 + H2O2
which was itself obtained by the
electrolysis
In chemistry and manufacturing, electrolysis is a technique that uses direct electric current (DC) to drive an otherwise non-spontaneous chemical reaction. Electrolysis is commercially important as a stage in the separation of elements from n ...
of a solution of
ammonium bisulfate
Ammonium bisulfate, also known as ammonium hydrogen sulfate, is a white, crystalline solid with the formula (NH4)HSO4. This salt is the product of the half-neutralization of sulfuric acid by ammonia.
Production
It is commonly collected as a bypro ...
() in
sulfuric acid
Sulfuric acid (American spelling and the preferred IUPAC name) or sulphuric acid ( Commonwealth spelling), known in antiquity as oil of vitriol, is a mineral acid composed of the elements sulfur, oxygen and hydrogen, with the molecular formu ...
:
:
2 H4SO4 -> H4S2O8 + H2
Production
Today, hydrogen peroxide is manufactured almost exclusively by the
anthraquinone process
The anthraquinone process is a process for the production of hydrogen peroxide, which was developed by BASF. The industrial production of hydrogen peroxide is based on the reduction of oxygen, as in the direct synthesis from the elements. Instead ...
, which was originally developed by
BASF
BASF Societas Europaea, SE () is a German multinational corporation, multinational chemical company and the List of largest chemical producers, largest chemical producer in the world. Its headquarters is located in Ludwigshafen, Germany.
The ...
in 1939. It begins with the reduction of an
anthraquinone
Anthraquinone, also called anthracenedione or dioxoanthracene, is an aromatic organic compound with formula . Isomers include various quinone derivatives. The term anthraquinone however refers to the isomer, 9,10-anthraquinone (IUPAC: 9,10-dioxo ...
(such as
2-ethylanthraquinone
2-Ethylanthraquinone is an organic compound that is a derivative of anthraquinone. This pale yellow solid is used in the industrial production of hydrogen peroxide (H2O2).Römpp CD 2006, Georg Thieme Verlag 2006
Production
2-Ethylanthraquinone is ...
or the 2-amyl derivative) to the corresponding anthrahydroquinone, typically by
hydrogenation
Hydrogenation is a chemical reaction between molecular hydrogen (H2) and another compound or element, usually in the presence of a Catalysis, catalyst such as nickel, palladium or platinum. The process is commonly employed to redox, reduce or S ...
on a
palladium
Palladium is a chemical element with the symbol Pd and atomic number 46. It is a rare and lustrous silvery-white metal discovered in 1803 by the English chemist William Hyde Wollaston. He named it after the asteroid Pallas, which was itself na ...
catalyst
Catalysis () is the process of increasing the rate of a chemical reaction by adding a substance known as a catalyst (). Catalysts are not consumed in the reaction and remain unchanged after it. If the reaction is rapid and the catalyst recyc ...
. In the presence of
oxygen
Oxygen is the chemical element with the symbol O and atomic number 8. It is a member of the chalcogen group in the periodic table, a highly reactive nonmetal, and an oxidizing agent that readily forms oxides with most elements as wel ...
, the anthrahydroquinone then undergoes
autoxidation
Autoxidation (sometimes auto-oxidation) refers to oxidations brought about by reactions with oxygen at normal temperatures, without the intervention of flame or electric spark. The term is usually used to describe the gradual degradation of organi ...
: the labile hydrogen atoms of the
hydroxy group
In chemistry, a hydroxy or hydroxyl group is a functional group with the chemical formula and composed of one oxygen atom covalently bonded to one hydrogen atom. In organic chemistry, alcohols and carboxylic acids contain one or more hydroxy ...
s transfer to the oxygen molecule, to give hydrogen peroxide and regenerating the anthraquinone. Most commercial processes achieve oxidation by bubbling
compressed air
Compressed air is air kept under a pressure that is greater than atmospheric pressure. Compressed air is an important medium for transfer of energy in industrial processes, and is used for power tools such as air hammers, drills, wrenches, and o ...
through a solution of the anthrahydroquinone, with the hydrogen peroxide then
extracted from the solution and the anthraquinone recycled back for successive cycles of hydrogenation and oxidation.
[H. Riedl and G. Pfleiderer, U.S. Patent 2,158,525 (2 October 1936 in USA, and 10 October 1935 in Germany) to I. G. Farbenindustrie, Germany]
The net reaction for the anthraquinone-catalyzed process is :
:
The economics of the process depend heavily on effective recycling of the extraction solvents, the
hydrogenation
Hydrogenation is a chemical reaction between molecular hydrogen (H2) and another compound or element, usually in the presence of a Catalysis, catalyst such as nickel, palladium or platinum. The process is commonly employed to redox, reduce or S ...
catalyst and the expensive
quinone
The quinones are a class of organic compounds that are formally "derived from aromatic compounds uch as benzene or naphthalene
Uch ( pa, ;
ur, ), frequently referred to as Uch Sharīf ( pa, ;
ur, ; ''"Noble Uch"''), is a historic city in the southern part of Pakistan's Punjab province. Uch may have been founded as Alexandria on the Indus, a town founded by Alexand ...
by conversion of an even number of –CH= groups into –C(=O)– groups with any necessary rearrangement of double ...
.
Other sources
Small, but detectable, amounts of hydrogen peroxide can be formed by several methods. Small amounts are formed by electrolysis of dilute acid around the
cathode
A cathode is the electrode from which a conventional current leaves a polarized electrical device. This definition can be recalled by using the mnemonic ''CCD'' for ''Cathode Current Departs''. A conventional current describes the direction in whi ...
where hydrogen evolves if oxygen is bubbled around it. It is also produced by exposing water to
ultraviolet rays
Ultraviolet (UV) is a form of electromagnetic radiation with wavelength from 10 nm (with a corresponding frequency around 30 PHz) to 400 nm (750 THz), shorter than that of visible light, but longer than X-rays. UV radiation i ...
from a
mercury lamp
A mercury-vapor lamp is a gas-discharge lamp that uses an electric arc through vaporized mercury to produce light. The arc discharge is generally confined to a small fused quartz arc tube mounted within a larger soda lime or borosilicate glas ...
, or an
electric arc
An electric arc, or arc discharge, is an electrical breakdown of a gas that produces a prolonged electrical discharge. The electric current, current through a normally Electrical conductance, nonconductive medium such as air produces a plasma (p ...
while confining it in a UV transparent vessel (e.g. quartz). It is detectable in ice water after burning a hydrogen gas stream aimed towards it and is also detectable on floating ice. Rapidly cooling humid air blown through an approximately 2,000 °C
spark gap
A spark gap consists of an arrangement of two conducting electrodes separated by a gap usually filled with a gas such as air, designed to allow an electric spark to pass between the conductors. When the potential difference between the conductor ...
results in detectable amounts.
A commercially viable process to produce hydrogen peroxide directly from the environment has been of interest for many years. Efficient direct synthesis is difficult to achieve, as the reaction of hydrogen with oxygen thermodynamically favours production of water. Systems for direct synthesis have been developed, most of which employ finely dispersed metal catalysts similar to those used for hydrogenation of organic substrates.
One economic obstacle has been that direct processes give a dilute solution uneconomic for transportation. None of these has yet reached a point where it can be used for industrial-scale synthesis.
Availability
Hydrogen peroxide is most commonly available as a solution in water. For consumers, it is usually available from pharmacies at 3 and 6
wt% concentrations. The concentrations are sometimes described in terms of the volume of oxygen gas generated; one milliliter of a 20-volume solution generates twenty milliliters of oxygen gas when completely decomposed. For laboratory use, 30 wt% solutions are most common. Commercial grades from 70% to 98% are also available, but due to the potential of solutions of more than 68% hydrogen peroxide to be converted entirely to steam and oxygen (with the temperature of the steam increasing as the concentration increases above 68%) these grades are potentially far more hazardous and require special care in dedicated storage areas. Buyers must typically allow inspection by commercial manufacturers.
In 1994, world production of was around 1.9 million tonnes and grew to 2.2 million in 2006,
most of which was at a concentration of 70% or less. In that year, bulk 30% sold for around 0.54
USD
The United States dollar (symbol: $; code: USD; also abbreviated US$ or U.S. Dollar, to distinguish it from other dollar-denominated currencies; referred to as the dollar, U.S. dollar, American dollar, or colloquially buck) is the official ...
/
kg, equivalent to US$1.50/kg (US$0.68/
lb) on a "100% basis".
Natural occurrence
Hydrogen peroxide occurs in surface water, groundwater and in the
atmosphere
An atmosphere () is a layer of gas or layers of gases that envelop a planet, and is held in place by the gravity of the planetary body. A planet retains an atmosphere when the gravity is great and the temperature of the atmosphere is low. A s ...
. It forms upon illumination or natural
catalytic
Catalysis () is the process of increasing the rate of a chemical reaction by adding a substance known as a catalyst (). Catalysts are not consumed in the reaction and remain unchanged after it. If the reaction is rapid and the catalyst recyc ...
action by substances contained in water. Sea water contains 0.5 to 14 μg/L of hydrogen peroxide, freshwater 1 to 30 μg/L and air 0.1 to 1 parts per billion.
Reactions
Decomposition
Hydrogen peroxide decomposes to form water and oxygen with a
Δ''H''o of –2884.5
kJ/
kg and a Δ
S of 70.5 J/(mol·K):
:
2 H2O2 -> 2 H2O + O2
The rate of decomposition increases with rise in temperature, concentration, and
pH ( being unstable under alkaline conditions), with cool, dilute, and acidic solutions showing the best stability. Decomposition is catalysed by various redox-active ions or compounds, including most
transition metal
In chemistry, a transition metal (or transition element) is a chemical element in the d-block of the periodic table (groups 3 to 12), though the elements of group 12 (and less often group 3) are sometimes excluded. They are the elements that can ...
s and their compounds (e.g.
manganese dioxide
Manganese dioxide is the inorganic compound with the formula . This blackish or brown solid occurs naturally as the mineral pyrolusite, which is the main ore of manganese and a component of manganese nodules. The principal use for is for dry-cell ...
(),
silver
Silver is a chemical element with the Symbol (chemistry), symbol Ag (from the Latin ', derived from the Proto-Indo-European wikt:Reconstruction:Proto-Indo-European/h₂erǵ-, ''h₂erǵ'': "shiny" or "white") and atomic number 47. A soft, whi ...
, and
platinum
Platinum is a chemical element with the symbol Pt and atomic number 78. It is a dense, malleable, ductile, highly unreactive, precious, silverish-white transition metal. Its name originates from Spanish , a diminutive of "silver".
Platinu ...
). Certain metal ions, such as
or , can cause the decomposition to take a different path, with
free radical
A daughter category of ''Ageing'', this category deals only with the biological aspects of ageing.
Ageing
Ailments of unknown cause
Biogerontology
Biological processes
Causes of death
Cellular processes
Gerontology
Life extension
Metabo ...
s such as the
hydroxyl radical
The hydroxyl radical is the diatomic molecule . The hydroxyl radical is very stable as a dilute gas, but it decays very rapidly in the condensed phase. It is pervasive in some situations. Most notably the hydroxyl radicals are produced from the ...
() and
hydroperoxyl
The hydroperoxyl radical, also known as the hydrogen superoxide, is the protonated form of superoxide with the chemical formula HO2. This species plays an important role in the atmosphere and as a reactive oxygen species in cell biology.
Struc ...
() being formed. Non-metallic catalysts include
potassium iodide
Potassium iodide is a chemical compound, medication, and dietary supplement. It is a medication used for treating hyperthyroidism, in radiation emergencies, and for protecting the thyroid gland when certain types of radiopharmaceuticals are us ...
(KI), which reacts particularly rapidly and forms the basis of the
elephant toothpaste
Elephant's toothpaste is a foamy substance caused by the rapid decomposition of hydrogen peroxide () using potassium iodide (KI) or yeast and warm water as a catalyst. How rapidly the reaction proceeds will depend on the concentration of hydrog ...
demonstration. Hydrogen peroxide can also be decomposed biologically by the
enzyme
Enzymes () are proteins that act as biological catalysts by accelerating chemical reactions. The molecules upon which enzymes may act are called substrates, and the enzyme converts the substrates into different molecules known as products. A ...
catalase
Catalase is a common enzyme found in nearly all living organisms exposed to oxygen (such as bacteria, plants, and animals) which catalyzes the decomposition of hydrogen peroxide to water and oxygen. It is a very important enzyme in protecting t ...
. The decomposition of hydrogen peroxide liberates oxygen and heat; this can be dangerous, as spilling high-concentration hydrogen peroxide on a flammable substance can cause an immediate fire.
Redox reactions
The
redox
Redox (reduction–oxidation, , ) is a type of chemical reaction in which the oxidation states of substrate (chemistry), substrate change. Oxidation is the loss of Electron, electrons or an increase in the oxidation state, while reduction ...
properties of hydrogen peroxide depend on pH as acidic conditions exacerbate the power of
oxidizing agent
An oxidizing agent (also known as an oxidant, oxidizer, electron recipient, or electron acceptor) is a substance in a redox chemical reaction that gains or "Electron acceptor, accepts"/"receives" an electron from a (called the , , or ). In ot ...
s and basic conditions exacerbate the power of
reducing agent
In chemistry, a reducing agent (also known as a reductant, reducer, or electron donor) is a chemical species that "donates" an electron to an (called the , , , or ).
Examples of substances that are commonly reducing agents include the Earth meta ...
s. As hydrogen peroxide exhibits ambivalent redox properties, being simultaneously an oxidizer or a reductant, its redox behavior immediately depends on pH.
In acidic solutions, is a powerful
oxidizer
An oxidizing agent (also known as an oxidant, oxidizer, electron recipient, or electron acceptor) is a substance in a redox chemical reaction that gains or " accepts"/"receives" an electron from a (called the , , or ). In other words, an oxid ...
, stronger than
chlorine
Chlorine is a chemical element with the Symbol (chemistry), symbol Cl and atomic number 17. The second-lightest of the halogens, it appears between fluorine and bromine in the periodic table and its properties are mostly intermediate betwee ...
,
chlorine dioxide
Chlorine dioxide is a chemical compound with the formula ClO2 that exists as yellowish-green gas above 11 °C, a reddish-brown liquid between 11 °C and −59 °C, and as bright orange crystals below −59 °C. It is usually ...
, and
potassium permanganate
Potassium permanganate is an inorganic compound with the chemical formula KMnO4. It is a purplish-black crystalline salt, that dissolves in water as K+ and , an intensely pink to purple solution.
Potassium permanganate is widely used in the c ...
. When used for cleaning laboratory glassware, a solution of hydrogen peroxide and sulfuric acid is referred to as
Piranha solution
Piranha solution, also known as piranha etch, is a mixture of sulfuric acid () and hydrogen peroxide (), used to clean organic residues off substrates. Because the mixture is a strong oxidizing agent, it will decompose most organic matter, and i ...
.
is a source of
hydroxyl radical
The hydroxyl radical is the diatomic molecule . The hydroxyl radical is very stable as a dilute gas, but it decays very rapidly in the condensed phase. It is pervasive in some situations. Most notably the hydroxyl radicals are produced from the ...
s (), which are highly reactive. is used in the
Briggs–Rauscher and
Bray–Liebhafsky oscillating reaction
A chemical oscillator is a complex mixture of reacting chemical compounds in which the concentration of one or more components exhibits periodic changes. They are a class of reactions that serve as an example of non-equilibrium thermodynamics with ...
s.
In
acid
In computer science, ACID ( atomicity, consistency, isolation, durability) is a set of properties of database transactions intended to guarantee data validity despite errors, power failures, and other mishaps. In the context of databases, a sequ ...
ic solutions, is oxidized to (hydrogen peroxide acting as an oxidizing agent):
:
2 Fe^2+_ + H2O2 + 2 H+_ -> 2 Fe^3+_ + 2 H2O_
and
sulfite
Sulfites or sulphites are compounds that contain the sulfite ion (or the sulfate(IV) ion, from its correct systematic name), . The sulfite ion is the conjugate base of bisulfite. Although its acid ( sulfurous acid) is elusive, its salts are wide ...
() is oxidized to
sulfate
The sulfate or sulphate ion is a polyatomic anion with the empirical formula . Salts, acid derivatives, and peroxides of sulfate are widely used in industry. Sulfates occur widely in everyday life. Sulfates are salts of sulfuric acid and many ar ...
(). However,
potassium permanganate
Potassium permanganate is an inorganic compound with the chemical formula KMnO4. It is a purplish-black crystalline salt, that dissolves in water as K+ and , an intensely pink to purple solution.
Potassium permanganate is widely used in the c ...
is reduced to by acidic .
:
2 MnO4- + 5 H2O2 + 6 H+ -> 2 Mn^2+ + 8 H2O + 5 O2
Under
alkaline
In chemistry, an alkali (; from ar, القلوي, al-qaly, lit=ashes of the saltwort) is a base (chemistry), basic, ionic compound, ionic salt (chemistry), salt of an alkali metal or an alkaline earth metal. An alkali can also be defined as ...
conditions, however, some of these reactions reverse; for example, is oxidized to (as
).
In basic solutions, hydrogen peroxide is a strong
reductant
In chemistry, a reducing agent (also known as a reductant, reducer, or electron donor) is a chemical species that "donates" an electron to an (called the , , , or ).
Examples of substances that are commonly reducing agents include the Earth meta ...
and can reduce a variety of inorganic ions. When acts as a reducing agent,
oxygen
Oxygen is the chemical element with the symbol O and atomic number 8. It is a member of the chalcogen group in the periodic table, a highly reactive nonmetal, and an oxidizing agent that readily forms oxides with most elements as wel ...
gas is also produced. For example, hydrogen peroxide will reduce
sodium hypochlorite
Sodium hypochlorite (commonly known in a dilute solution as bleach) is an Inorganic chemistry, inorganic chemical compound with the chemical formula, formula NaOCl (or NaClO), comprising a sodium cation () and a hypochlorite anion (or ). It may ...
and
potassium permanganate
Potassium permanganate is an inorganic compound with the chemical formula KMnO4. It is a purplish-black crystalline salt, that dissolves in water as K+ and , an intensely pink to purple solution.
Potassium permanganate is widely used in the c ...
, which is a convenient method for preparing
oxygen
Oxygen is the chemical element with the symbol O and atomic number 8. It is a member of the chalcogen group in the periodic table, a highly reactive nonmetal, and an oxidizing agent that readily forms oxides with most elements as wel ...
in the laboratory:
:
NaOCl + H2O2 -> O2 + NaCl + H2O
:
2 KMnO4 + 3 H2O2 -> 2 MnO2 + 2 KOH + 2 H2O + 3 O2
Organic reactions
Hydrogen peroxide is frequently used as an
oxidizing agent
An oxidizing agent (also known as an oxidant, oxidizer, electron recipient, or electron acceptor) is a substance in a redox chemical reaction that gains or "Electron acceptor, accepts"/"receives" an electron from a (called the , , or ). In ot ...
. Illustrative is oxidation of
thioether
In organic chemistry, an organic sulfide (British English sulphide) or thioether is an organosulfur functional group with the connectivity as shown on right. Like many other sulfur-containing compounds, volatile sulfides have foul odors. A sul ...
s to
sulfoxide
In organic chemistry, a sulfoxide, also called a sulphoxide, is an organosulfur compound containing a sulfinyl () functional group attached to two carbon atoms. It is a polar functional group. Sulfoxides are oxidized derivatives of sulfides. E ...
s:
:
Ph-S-CH3 + H2O2 -> Ph-S(O)-CH3 + H2O
Alkaline hydrogen peroxide is used for
epoxidation
In organic chemistry, an epoxide is a cyclic ether () with a three-atom ring. This ring approximates an equilateral triangle, which makes it strained, and hence highly reactive, more so than other ethers. They are produced on a large scale for ...
of electron-deficient alkenes such as
acrylic acid
Acrylic acid (IUPAC: propenoic acid) is an organic compound with the formula CH2=CHCOOH. It is the simplest unsaturated carboxylic acid, consisting of a vinyl group connected directly to a carboxylic acid terminus. This colorless liquid has a ...
derivatives, and for the oxidation of
alkylborane
Organoborane or organoboron compounds are chemical compounds of boron and carbon that are organic derivatives of BH3, for example trialkyl boranes. Organoboron chemistry or organoborane chemistry is the chemistry of these compounds.
Organoboron ...
s to
alcohol
Alcohol most commonly refers to:
* Alcohol (chemistry), an organic compound in which a hydroxyl group is bound to a carbon atom
* Alcohol (drug), an intoxicant found in alcoholic drinks
Alcohol may also refer to:
Chemicals
* Ethanol, one of sev ...
s, the second step of
hydroboration-oxidation. It is also the principal reagent in the
Dakin oxidation
The Dakin oxidation (or Dakin reaction) is an organic redox reaction in which an '' ortho''- or '' para''-hydroxylated phenyl aldehyde (2-hydroxybenzaldehyde or 4-hydroxybenzaldehyde) or ketone reacts with hydrogen peroxide in base to form ...
process.
Precursor to other peroxide compounds
Hydrogen peroxide is a weak acid, forming
hydroperoxide
Hydroperoxides or peroxols are Chemical compound, compounds containing the hydroperoxide functional group (ROOH). If the R is organic, the compounds are called organic hydroperoxides. Such compounds are a subset of organic peroxides, which have t ...
or
peroxide
In chemistry, peroxides are a group of compounds with the structure , where R = any element. The group in a peroxide is called the peroxide group or peroxo group. The nomenclature is somewhat variable.
The most common peroxide is hydrogen p ...
salts
In chemistry, a salt is a chemical compound consisting of an ionic assembly of positively charged cations and negatively charged anions, which results in a compound with no net electric charge. A common example is table salt, with positively cha ...
with many metals.
It also converts metal oxides into the corresponding peroxides. For example, upon treatment with hydrogen peroxide,
chromic acid
The term chromic acid is usually used for a mixture made by adding concentrated sulfuric acid to a dichromate, which may contain a variety of compounds, including solid chromium trioxide. This kind of chromic acid may be used as a cleaning mixt ...
( and ) forms a blue peroxide .
This kind of reaction is used industrially to produce peroxoanions. For example, reaction with
borax
Borax is a salt (ionic compound), a hydrated borate of sodium, with chemical formula often written . It is a colorless crystalline solid, that dissolves in water to make a basic solution. It is commonly available in powder or granular form, ...
leads to
sodium perborate
Sodium perborate is chemical compound whose chemical formula may be written , , or, more properly, ·. Its name is sometimes abbreviated as PBS (not to be confused with phosphate-buffered saline).
The compound is commonly encountered in anhydro ...
, a bleach used in laundry detergents:
:
Na2B4O7 + 4 H2O2 + 2 NaOH -> 2 Na2B2O4(OH)4 + H2O
converts
carboxylic acid
In organic chemistry, a carboxylic acid is an organic acid that contains a carboxyl group () attached to an R-group. The general formula of a carboxylic acid is or , with R referring to the alkyl, alkenyl, aryl, or other group. Carboxylic ...
s () into peroxy acids (), which are themselves used as oxidizing agents. Hydrogen peroxide reacts with
acetone
Acetone (2-propanone or dimethyl ketone), is an organic compound with the formula . It is the simplest and smallest ketone (). It is a colorless, highly volatile and flammable liquid with a characteristic pungent odour.
Acetone is miscib ...
to form
acetone peroxide and with
ozone
Ozone (), or trioxygen, is an inorganic molecule with the chemical formula . It is a pale blue gas with a distinctively pungent smell. It is an allotrope of oxygen that is much less stable than the diatomic allotrope , breaking down in the lo ...
to form
trioxidane
Trioxidane (systematically named μ-trioxidanediidodihydrogen), also called dihydrogen trioxide, is an inorganic compound with the chemical formula (can be written as or ). It is one of the unstable hydrogen polyoxides. In aqueous solutions, t ...
. Hydrogen peroxide forms stable
adduct
An adduct (from the Latin ''adductus'', "drawn toward" alternatively, a contraction of "addition product") is a product of a direct addition of two or more distinct molecules, resulting in a single reaction product containing all atoms of all co ...
s with
urea
Urea, also known as carbamide, is an organic compound with chemical formula . This amide has two amino groups (–) joined by a carbonyl functional group (–C(=O)–). It is thus the simplest amide of carbamic acid.
Urea serves an important r ...
(
Hydrogen peroxide - urea
Hydrogen peroxide - urea (also called Hyperol, artizone, urea hydrogen peroxide, and UHP) is a solid composed of equal amounts of hydrogen peroxide and urea. This compound is a white crystalline solid which dissolves in water to give free hydrogen ...
), sodium carbonate (
sodium percarbonate
Sodium percarbonate is a chemical substance with formula . It is an adduct of sodium carbonate ("soda ash" or "washing soda") and hydrogen peroxide (that is, a perhydrate) whose formula is more properly written as 2 · 3 . I ...
) and other compounds. An acid-base adduct with
triphenylphosphine oxide
Triphenylphosphine oxide (often abbreviated TPPO) is the organophosphorus compound with the formula OP(C6H5)3, also written as Ph3PO or PPh3O (Ph = phenyl, C6H5). This colourless crystalline compound is a common but potentially useful waste prod ...
is a useful "carrier" for in some reactions.
Hydrogen peroxide is both an oxidizing agent and reducing agent. The oxidation of hydrogen peroxide by sodium
hypochlorite
In chemistry, hypochlorite is an anion with the chemical formula ClO−. It combines with a number of cations to form hypochlorite salts. Common examples include sodium hypochlorite (household bleach) and calcium hypochlorite (a component of ble ...
yields
singlet oxygen
Singlet oxygen, systematically named dioxygen(singlet) and dioxidene, is a gaseous inorganic chemical with the formula O=O (also written as or ), which is in a quantum state where all electrons are spin paired. It is kinetically unstable at ambie ...
. The net reaction of a ferric ion with hydrogen peroxide is a ferrous ion and oxygen. This proceeds via single electron oxidation and hydroxyl radicals. This is used in some organic chemistry oxidations, e.g. in the
Fenton's reagent
Fenton's reagent is a solution of hydrogen peroxide (H2O2) with ferrous iron (typically iron(II) sulfate, FeSO4) as a catalyst that is used to oxidize contaminants or waste waters as part of an advanced oxidation process. Fenton's reagent can be us ...
. Only catalytic quantities of iron ion is needed since peroxide also oxidizes ferrous to ferric ion. The net reaction of hydrogen peroxide and
permanganate
A permanganate () is a chemical compound containing the manganate(VII) ion, , the conjugate base of permanganic acid. Because the manganese atom is in the +7 oxidation state, the permanganate(VII) ion is a strong oxidizing agent. The ion is a tra ...
or manganese dioxide is manganous ion; however, until the peroxide is spent some manganese ions are reoxidized to make the reaction catalytic. This forms the basis for common
monopropellant
Monopropellants are propellants consisting of chemicals that release energy through exothermic chemical decomposition. The molecular bond energy of the monopropellant is released usually through use of a catalyst. This can be contrasted with biprop ...
rockets.
Biological function
Hydrogen peroxide is formed in humans and other animals as a short-lived product in biochemical processes and is
toxic
Toxicity is the degree to which a chemical substance or a particular mixture of substances can damage an organism. Toxicity can refer to the effect on a whole organism, such as an animal, bacterium, or plant, as well as the effect on a subst ...
to
cells
Cell most often refers to:
* Cell (biology), the functional basic unit of life
Cell may also refer to:
Locations
* Monastic cell, a small room, hut, or cave in which a religious recluse lives, alternatively the small precursor of a monastery w ...
. The toxicity is due to oxidation of
protein
Proteins are large biomolecules and macromolecules that comprise one or more long chains of amino acid residues. Proteins perform a vast array of functions within organisms, including catalysing metabolic reactions, DNA replication, respo ...
s,
membrane lipid
Membrane lipids are a group of compounds (structurally similar to fats and oils) which form the double-layered surface of all cells (lipid bilayer). The three major classes of membrane lipids are phospholipids, glycolipids, and cholesterol. Lipid ...
s and
DNA by the peroxide ions. The class of biological
enzyme
Enzymes () are proteins that act as biological catalysts by accelerating chemical reactions. The molecules upon which enzymes may act are called substrates, and the enzyme converts the substrates into different molecules known as products. A ...
s called
superoxide dismutase
Superoxide dismutase (SOD, ) is an enzyme that alternately catalyzes the dismutation (or partitioning) of the superoxide () radical into ordinary molecular oxygen (O2) and hydrogen peroxide (). Superoxide is produced as a by-product of oxygen me ...
(SOD) is developed in nearly all living cells as an important
antioxidant
Antioxidants are compounds that inhibit oxidation, a chemical reaction that can produce free radicals. This can lead to polymerization and other chain reactions. They are frequently added to industrial products, such as fuels and lubricant ...
agent. They promote the
disproportionation
In chemistry, disproportionation, sometimes called dismutation, is a redox reaction in which one compound of intermediate oxidation state converts to two compounds, one of higher and one of lower oxidation states. More generally, the term can b ...
of
superoxide
In chemistry, a superoxide is a compound that contains the superoxide ion, which has the chemical formula . The systematic name of the anion is dioxide(1−). The reactive oxygen ion superoxide is particularly important as the product of the ...
into
oxygen
Oxygen is the chemical element with the symbol O and atomic number 8. It is a member of the chalcogen group in the periodic table, a highly reactive nonmetal, and an oxidizing agent that readily forms oxides with most elements as wel ...
and hydrogen peroxide, which is then rapidly decomposed by the enzyme
catalase
Catalase is a common enzyme found in nearly all living organisms exposed to oxygen (such as bacteria, plants, and animals) which catalyzes the decomposition of hydrogen peroxide to water and oxygen. It is a very important enzyme in protecting t ...
to oxygen and water.
:
2 O2- + 2 H+ -> O2 + H2O2
:
2 H2O2 -> O2 + 2 H2O
Peroxisome
A peroxisome () is a membrane-bound organelle, a type of microbody, found in the cytoplasm of virtually all eukaryotic cells. Peroxisomes are oxidative organelles. Frequently, molecular oxygen serves as a co-substrate, from which hydrogen pero ...
s are
organelle
In cell biology, an organelle is a specialized subunit, usually within a cell, that has a specific function. The name ''organelle'' comes from the idea that these structures are parts of cells, as organs are to the body, hence ''organelle,'' the ...
s found in virtually all
eukaryotic
Eukaryotes () are organisms whose cells have a nucleus. All animals, plants, fungi, and many unicellular organisms, are Eukaryotes. They belong to the group of organisms Eukaryota or Eukarya, which is one of the three domains of life. Bacte ...
cells.
They are involved in the
catabolism
Catabolism () is the set of metabolic pathways that breaks down molecules into smaller units that are either oxidized to release energy or used in other anabolic reactions. Catabolism breaks down large molecules (such as polysaccharides, lipids, ...
of
very long chain fatty acid A very-long-chain fatty acid (VLCFA) is a fatty acid with 22 or more carbons. Their biosynthesis occurs in the endoplasmic reticulum. VLCFA's can represent up to a few percent of the total fatty acid content of a cell.
Unlike most fatty acids, V ...
s,
branched chain fatty acids Branched chain fatty acids (BCFA) are usually saturated fatty acids with one or more methyl branches on the carbon chain. BCFAs are most often found in bacteria, but can be found in Nattō, dairy, vernix caseosa of human infants and California sea l ...
,
D-amino acids,
polyamine
A polyamine is an organic compound having more than two amino groups. Alkyl polyamines occur naturally, but some are synthetic. Alkylpolyamines are colorless, hygroscopic, and water soluble. Near neutral pH, they exist as the ammonium derivatives. ...
s, and biosynthesis of
plasmalogens
Glycerophospholipids of biochemical relevance are divided into three subclasses based on the substitution present at the sn-1 position of the glycerol backbone: acyl, alkyl and alkenyl. Of these, the alkyl and alkenyl moiety in each case form an ...
,
ether phospholipid
In organic chemistry, ethers are a class of compounds that contain an ether group—an oxygen atom connected to two alkyl or aryl groups. They have the general formula , where R and R′ represent the alkyl or aryl groups. Ethers can again be c ...
s critical for the normal function of mammalian brains and lungs.
Upon oxidation, they produce hydrogen peroxide in the following process catalyzed by
flavin adenine dinucleotide
Flavin may refer to:
Placename
* Flavin, Aveyron, a commune in southern France
Surname
* Adrian Flavin (born 1979), a professional rugby player
* Christopher Flavin, president of the Worldwatch Institute
* Dan Flavin (1933–1996), a minimalis ...
(FAD):
:
R-CH2-CH2-CO-SCoA + O2 -> ceR-CH=CH-CO-SCoA + H2O2
Catalase
Catalase is a common enzyme found in nearly all living organisms exposed to oxygen (such as bacteria, plants, and animals) which catalyzes the decomposition of hydrogen peroxide to water and oxygen. It is a very important enzyme in protecting t ...
, another peroxisomal enzyme, uses this to oxidize other substrates, including
phenols
In organic chemistry, phenols, sometimes called phenolics, are a class of chemical compounds consisting of one or more hydroxyl groups (— O H) bonded directly to an aromatic hydrocarbon group. The simplest is phenol, . Phenolic compounds are c ...
,
formic acid
Formic acid (), systematically named methanoic acid, is the simplest carboxylic acid, and has the chemical formula HCOOH and structure . It is an important intermediate in chemical synthesis and occurs naturally, most notably in some ants. Es ...
,
formaldehyde
Formaldehyde ( , ) (systematic name methanal) is a naturally occurring organic compound with the formula and structure . The pure compound is a pungent, colourless gas that polymerises spontaneously into paraformaldehyde (refer to section F ...
, and
alcohol
Alcohol most commonly refers to:
* Alcohol (chemistry), an organic compound in which a hydroxyl group is bound to a carbon atom
* Alcohol (drug), an intoxicant found in alcoholic drinks
Alcohol may also refer to:
Chemicals
* Ethanol, one of sev ...
, by means of a peroxidation reaction:
:
H2O2 + R'H2 -> R' + 2 H2O
thus eliminating the poisonous hydrogen peroxide in the process.
This reaction is important in liver and kidney cells, where the peroxisomes neutralize various toxic substances that enter the blood. Some of the
ethanol
Ethanol (abbr. EtOH; also called ethyl alcohol, grain alcohol, drinking alcohol, or simply alcohol) is an organic compound. It is an Alcohol (chemistry), alcohol with the chemical formula . Its formula can be also written as or (an ethyl ...
humans drink is oxidized to
acetaldehyde
Acetaldehyde (IUPAC systematic name ethanal) is an organic chemical compound with the formula CH3 CHO, sometimes abbreviated by chemists as MeCHO (Me = methyl). It is a colorless liquid or gas, boiling near room temperature. It is one of the mos ...
in this way. In addition, when excess accumulates in the cell, catalase converts it to through this reaction:
:
H2O2 -> ce + H2O
Another origin of hydrogen peroxide is the degradation of
adenosine monophosphate
Adenosine monophosphate (AMP), also known as 5'-adenylic acid, is a nucleotide. AMP consists of a phosphate group, the sugar ribose, and the nucleobase adenine; it is an ester of phosphoric acid and the nucleoside adenosine. As a substituent it t ...
which yields
hypoxanthine
Hypoxanthine is a naturally occurring purine derivative. It is occasionally found as a constituent of nucleic acids, where it is present in the anticodon of tRNA in the form of its nucleoside inosine. It has a tautomer known as 6-hydroxypurine. Hyp ...
. Hypoxanthine is then oxidatively
catabolized
Catabolism () is the set of metabolic pathways that breaks down molecules into smaller units that are either oxidized to release energy or used in other anabolic reactions. Catabolism breaks down large molecules (such as polysaccharides, lipids, ...
first to
xanthine
Xanthine ( or ; archaically xanthic acid; systematic name 3,7-dihydropurine-2,6-dione) is a purine base (genetics), base found in most human body tissues and fluids, as well as in other organisms. Several stimulants are derived from xanthine, incl ...
and then to
uric acid
Uric acid is a heterocyclic compound of carbon, nitrogen, oxygen, and hydrogen with the formula C5H4N4O3. It forms ions and salts known as urates and acid urates, such as ammonium acid urate. Uric acid is a product of the metabolic breakdown of ...
, and the reaction is catalyzed by the enzyme
xanthine oxidase
Xanthine oxidase (XO, sometimes XAO) is a form of xanthine oxidoreductase, a type of enzyme that generates reactive oxygen species. These enzymes catalyze the oxidation of hypoxanthine to xanthine and can further catalyze the oxidation of xanthin ...
:
[Nelson, David; Cox, Michael; Lehninger, Albert L. and Cox, Michael M]
Lehninger Biochemie
p. 932, Springer, 2001, (in German)
The degradation of
guanosine monophosphate
Guanosine monophosphate (GMP), also known as 5′-guanidylic acid or guanylic acid (conjugate base guanylate), is a nucleotide that is used as a monomer in RNA. It is an ester of phosphoric acid with the nucleoside guanosine. GMP consists of the ...
yields xanthine as an intermediate product which is then converted in the same way to uric acid with the formation of hydrogen peroxide.
Eggs of
sea urchin
Sea urchins () are spiny, globular echinoderms in the class Echinoidea. About 950 species of sea urchin live on the seabed of every ocean and inhabit every depth zone from the intertidal seashore down to . The spherical, hard shells (tests) of ...
, shortly after fertilization by a sperm, produce hydrogen peroxide. It is then quickly dissociated to HO•
radicals. The radicals serve as initiator of
radical polymerization
In polymer chemistry, free-radical polymerization (FRP) is a method of polymerization by which a polymer forms by the successive addition of free-radical building blocks (repeat units). Free radicals can be formed by a number of different mechanis ...
, which surrounds the eggs with a protective layer of
polymer
A polymer (; Greek '' poly-'', "many" + ''-mer'', "part")
is a substance or material consisting of very large molecules called macromolecules, composed of many repeating subunits. Due to their broad spectrum of properties, both synthetic a ...
.
The
bombardier beetle
Bombardier beetles are ground beetles (Carabidae) in the tribes Brachinini, Paussini, Ozaenini, or Metriini—more than 500 species altogether—which are most notable for the defense mechanism that gives them their name: when disturbed, they e ...
has a device which allows it to shoot corrosive and foul-smelling bubbles at its enemies. The beetle produces and stores
hydroquinone
Hydroquinone, also known as benzene-1,4-diol or quinol, is an aromatic organic compound that is a type of phenol, a derivative of benzene, having the chemical formula C6H4(OH)2. It has two hydroxyl groups bonded to a benzene ring in a ''para'' ...
and hydrogen peroxide, in two separate reservoirs in the rear tip of its abdomen. When threatened, the beetle contracts muscles that force the two reactants through valved tubes into a mixing chamber containing water and a mixture of catalytic enzymes. When combined, the reactants undergo a violent
exothermic
In thermodynamics, an exothermic process () is a thermodynamic process or reaction that releases energy from the system to its surroundings, usually in the form of heat, but also in a form of light (e.g. a spark, flame, or flash), electricity (e ...
chemical reaction
A chemical reaction is a process that leads to the IUPAC nomenclature for organic transformations, chemical transformation of one set of chemical substances to another. Classically, chemical reactions encompass changes that only involve the pos ...
, raising the
temperature
Temperature is a physical quantity that expresses quantitatively the perceptions of hotness and coldness. Temperature is measured with a thermometer.
Thermometers are calibrated in various temperature scales that historically have relied o ...
to near the
boiling point
The boiling point of a substance is the temperature at which the vapor pressure of a liquid equals the pressure surrounding the liquid and the liquid changes into a vapor.
The boiling point of a liquid varies depending upon the surrounding envir ...
of
water
Water (chemical formula ) is an inorganic, transparent, tasteless, odorless, and nearly colorless chemical substance, which is the main constituent of Earth's hydrosphere and the fluids of all known living organisms (in which it acts as a ...
. The boiling, foul-smelling liquid partially becomes a
gas
Gas is one of the four fundamental states of matter (the others being solid, liquid, and plasma).
A pure gas may be made up of individual atoms (e.g. a noble gas like neon), elemental molecules made from one type of atom (e.g. oxygen), or ...
(
flash evaporation
Flash evaporation (or partial evaporation) is the partial vapor that occurs when a saturated liquid stream undergoes a reduction in pressure by passing through a throttling valve or other throttling device. This process is one of the simplest unit ...
) and is expelled through an outlet valve with a loud popping sound.
Hydrogen peroxide is a
signaling molecule
In biology, cell signaling (cell signalling in British English) or cell communication is the ability of a cell to receive, process, and transmit signals with its environment and with itself. Cell signaling is a fundamental property of all cellula ...
of
plant defense against pathogens.
Hydrogen peroxide has roles as a signalling molecule in the regulation of a wide variety of biological processes. The compound is a major factor implicated in the
free-radical theory of aging
The free radical theory of aging (FRTA) states that organisms age because cells accumulate free radical damage over time. A free radical is any atom or molecule that has a single unpaired electron in an outer shell.Erbas M, Sekerci H. "Importance ...
, based on how readily hydrogen peroxide can decompose into a
hydroxyl radical
The hydroxyl radical is the diatomic molecule . The hydroxyl radical is very stable as a dilute gas, but it decays very rapidly in the condensed phase. It is pervasive in some situations. Most notably the hydroxyl radicals are produced from the ...
and how
superoxide radical
In chemistry, a superoxide is a compound that contains the superoxide ion, which has the chemical formula . The systematic name of the anion is dioxide(1−). The reactive oxygen ion superoxide is particularly important as the product of the ...
byproducts of
cellular metabolism
Metabolism (, from el, μεταβολή ''metabolē'', "change") is the set of life-sustaining chemical reactions in organisms. The three main functions of metabolism are: the conversion of the energy in food to energy available to run cell ...
can react with ambient water to form hydrogen peroxide. These hydroxyl radicals in turn readily react with and damage vital cellular components, especially those of the
mitochondria
A mitochondrion (; ) is an organelle found in the Cell (biology), cells of most Eukaryotes, such as animals, plants and Fungus, fungi. Mitochondria have a double lipid bilayer, membrane structure and use aerobic respiration to generate adenosi ...
. At least one study has also tried to link hydrogen peroxide production to cancer. These studies have frequently been quoted in fraudulent treatment claims.
The amount of hydrogen peroxide in biological systems can be assayed using a
fluorometric assay.
Uses
Bleaching
About 60% of the world's production of hydrogen peroxide is used for
pulp- and paper-bleaching.
The second major industrial application is the manufacture of
sodium percarbonate
Sodium percarbonate is a chemical substance with formula . It is an adduct of sodium carbonate ("soda ash" or "washing soda") and hydrogen peroxide (that is, a perhydrate) whose formula is more properly written as 2 · 3 . I ...
and
sodium perborate
Sodium perborate is chemical compound whose chemical formula may be written , , or, more properly, ·. Its name is sometimes abbreviated as PBS (not to be confused with phosphate-buffered saline).
The compound is commonly encountered in anhydro ...
, which are used as mild bleaches in
laundry
Laundry refers to the washing of clothing and other textiles, and, more broadly, their drying and ironing as well. Laundry has been part of history since humans began to wear clothes, so the methods by which different cultures have dealt with t ...
detergent
A detergent is a surfactant or a mixture of surfactants with cleansing properties when in dilute solutions. There are a large variety of detergents, a common family being the alkylbenzene sulfonates, which are soap-like compounds that are more ...
s. Sodium percarbonate, which is an adduct of
sodium carbonate
Sodium carbonate, , (also known as washing soda, soda ash and soda crystals) is the inorganic compound with the formula Na2CO3 and its various hydrates. All forms are white, odourless, water-soluble salts that yield moderately alkaline solutions ...
and hydrogen peroxide, is the active ingredient in such laundry products as
OxiClean
OxiClean is an American brand of Household chemicals, household cleaners, including OxiClean Versatile Stain Remover, which is a laundry additive, spot stain remover, and household cleaner marketed by Church & Dwight. It was formerly owned by Ora ...
and
Tide laundry detergent. When dissolved in water, it releases hydrogen peroxide and sodium carbonate,
[ By themselves these bleaching agents are only effective at wash temperatures of or above and so, often are used in conjunction with ]bleach activator
Bleach activators are compounds that allow a lower washing temperature than would be required otherwise to achieve the full activity of bleaching agents in the wash liquor. Bleaching agents, usually peroxides, are usually sufficiently active only ...
s, which facilitate cleaning at lower temperatures.
It has also been used as a flour bleaching agent Flour bleaching agent is the agent added to fresh milled grains to whiten the flour by removing the yellow colour pigment called xanthophyll. It whitens the flour, which is used in the baking industry.
Overview
Usual flour bleaching agents are:
*Or ...
and a tooth whitening
Tooth whitening or tooth bleaching is the process of lightening the color of human teeth. Whitening is often desirable when teeth become yellowed over time for a number of reasons, and can be achieved by changing the intrinsic or extrinsic color o ...
agent.
Production of organic compounds
It is used in the production of various organic peroxide
In organic chemistry, organic peroxides are organic compounds containing the peroxide functional group (). If the R′ is hydrogen, the compounds are called hydroperoxides, which are discussed in that article. The O−O bond of peroxides easily b ...
s with dibenzoyl peroxide
Benzoyl peroxide is a chemical compound (specifically, an organic peroxide) with structural formula , often abbreviated as (BzO)2. In terms of its structure, the molecule can be described as two benzoyl (, Bz) groups connected by a peroxide ...
being a high volume example. Peroxy acid
A peroxy acid (often spelled as one word, peroxyacid, and sometimes called peracid) is an acid which contains an acidic –OOH group. The two main classes are those derived from conventional mineral acids, especially sulfuric acid, and the peroxy ...
s, such as peracetic acid
Peracetic acid (also known as peroxyacetic acid, or PAA) is an organic compound with the formula CH3CO3H. This peroxy acid is a colorless liquid with a characteristic acrid odor reminiscent of acetic acid. It can be highly corrosive.
Peracetic a ...
and meta-chloroperoxybenzoic acid
''meta''-Chloroperoxybenzoic acid (mCPBA or ''m''CPBA) is a peroxycarboxylic acid. A white solid, it is used widely as an oxidant in organic synthesis. mCPBA is often preferred to other peroxy acids because of its relative ease of handling. mCP ...
also are produced using hydrogen peroxide. Hydrogen peroxide has been used for creating organic peroxide
In organic chemistry, organic peroxides are organic compounds containing the peroxide functional group (). If the R′ is hydrogen, the compounds are called hydroperoxides, which are discussed in that article. The O−O bond of peroxides easily b ...
-based explosives, such as acetone peroxide. It is used as an initiator in polymerizations
In polymer chemistry, polymerization (American English), or polymerisation (British English), is a process of reacting monomer molecules together in a chemical reaction to form polymer chains or three-dimensional networks. There are many for ...
.
Sewage treatment
Hydrogen peroxide is used in certain waste-water treatment processes to remove organic impurities. In advanced oxidation process
Advanced oxidation processes (AOPs), in a broad sense, are a set of chemical treatment procedures designed to remove organic (and sometimes inorganic) materials in water and wastewater by oxidation through reactions with hydroxyl radicals (·OH) ...
ing, the Fenton reaction gives the highly reactive hydroxyl radical
The hydroxyl radical is the diatomic molecule . The hydroxyl radical is very stable as a dilute gas, but it decays very rapidly in the condensed phase. It is pervasive in some situations. Most notably the hydroxyl radicals are produced from the ...
(•OH). This degrades organic compounds, including those that are ordinarily robust, such as aromatic
In chemistry, aromaticity is a chemical property of cyclic ( ring-shaped), ''typically'' planar (flat) molecular structures with pi bonds in resonance (those containing delocalized electrons) that gives increased stability compared to satur ...
or halogenated compound
Halocarbon compounds are chemicals in which one or more carbon atoms are linked by covalent bonds with one or more halogen atoms ( fluorine, chlorine, bromine or iodine – ) resulting in the formation of organofluorine compounds, organoch ...
s. It can also oxidize sulfur
Sulfur (or sulphur in British English) is a chemical element with the symbol S and atomic number 16. It is abundant, multivalent and nonmetallic. Under normal conditions, sulfur atoms form cyclic octatomic molecules with a chemical formula ...
-based compounds present in the waste; which is beneficial as it generally reduces their odour.
Disinfectant
Hydrogen peroxide may be used for the sterilization of various surfaces, including surgical tools, and may be deployed as a vapour ( VHP) for room sterilization. demonstrates broad-spectrum efficacy against viruses, bacteria, yeasts, and bacterial spores. In general, greater activity is seen against Gram-positive
In bacteriology, gram-positive bacteria are bacteria that give a positive result in the Gram stain test, which is traditionally used to quickly classify bacteria into two broad categories according to their type of cell wall.
Gram-positive bacte ...
than Gram-negative
Gram-negative bacteria are bacteria that do not retain the crystal violet stain used in the Gram staining method of bacterial differentiation. They are characterized by their cell envelopes, which are composed of a thin peptidoglycan cell wall ...
bacteria; however, the presence of catalase
Catalase is a common enzyme found in nearly all living organisms exposed to oxygen (such as bacteria, plants, and animals) which catalyzes the decomposition of hydrogen peroxide to water and oxygen. It is a very important enzyme in protecting t ...
or other peroxidase
Peroxidases or peroxide reductases ( EC numberbr>1.11.1.x are a large group of enzymes which play a role in various biological processes. They are named after the fact that they commonly break up peroxides.
Functionality
Peroxidases typically ca ...
s in these organisms may increase tolerance in the presence of lower concentrations. Lower levels of concentration (3%) will work against most spores; higher concentrations (7 to 30%) and longer contact times will improve sporicidal activity.
Hydrogen peroxide is seen as an environmentally safe alternative to chlorine
Chlorine is a chemical element with the Symbol (chemistry), symbol Cl and atomic number 17. The second-lightest of the halogens, it appears between fluorine and bromine in the periodic table and its properties are mostly intermediate betwee ...
-based bleaches, as it degrades to form oxygen and water and it is generally recognized as safe as an antimicrobial agent
An antimicrobial is an agent that kills microorganisms or stops their growth. Antimicrobial medicines can be grouped according to the microorganisms they act primarily against. For example, antibiotics are used against bacteria, and antifungals ar ...
by the U.S. Food and Drug Administration
The United States Food and Drug Administration (FDA or US FDA) is a List of United States federal agencies, federal agency of the United States Department of Health and Human Services, Department of Health and Human Services. The FDA is respon ...
(FDA).
Propellant
High-concentration is referred to as "high-test peroxide" (HTP). It can be used either as a monopropellant
Monopropellants are propellants consisting of chemicals that release energy through exothermic chemical decomposition. The molecular bond energy of the monopropellant is released usually through use of a catalyst. This can be contrasted with biprop ...
(not mixed with fuel) or as the oxidizer component of a bipropellant rocket
A liquid-propellant rocket or liquid rocket utilizes a rocket engine that uses liquid propellants. Liquids are desirable because they have a reasonably high density and high specific impulse (''I''sp). This allows the volume of the propellant ta ...
. Use as a monopropellant takes advantage of the decomposition of 70–98% concentration hydrogen peroxide into steam and oxygen. The propellant is pumped into a reaction chamber, where a catalyst, usually a silver or platinum screen, triggers decomposition, producing steam at over , which is expelled through a nozzle
A nozzle is a device designed to control the direction or characteristics of a fluid flow (specially to increase velocity) as it exits (or enters) an enclosed chamber or pipe.
A nozzle is often a pipe or tube of varying cross sectional area, a ...
, generating thrust
Thrust is a reaction force described quantitatively by Newton's third law. When a system expels or accelerates mass in one direction, the accelerated mass will cause a force of equal magnitude but opposite direction to be applied to that syst ...
. monopropellant produces a maximal specific impulse
Specific impulse (usually abbreviated ) is a measure of how efficiently a reaction mass engine (a rocket using propellant or a jet engine using fuel) creates thrust. For engines whose reaction mass is only the fuel they carry, specific impulse i ...
(''I''sp) of 161 s (1.6 kN·s/kg). Peroxide was the first major monopropellant adopted for use in rocket applications. Hydrazine
Hydrazine is an inorganic compound with the chemical formula . It is a simple pnictogen hydride, and is a colourless flammable liquid with an ammonia-like odour. Hydrazine is highly toxic unless handled in solution as, for example, hydrazine ...
eventually replaced hydrogen-peroxide monopropellant thruster applications primarily because of a 25% increase in the vacuum specific impulse. Hydrazine (toxic) and hydrogen peroxide (less-toxic CGIH TLV 0.01 and 1 ppm respectively are the only two monopropellants (other than cold gases) to have been widely adopted and utilized for propulsion and power applications. The Bell Rocket Belt
The Bell Rocket Belt is a low-power rocket propulsion device that allows an individual to safely travel or leap over small distances. It is a type of rocket pack.
Overview
Bell Aerosystems began development of a rocket pack which it called the ...
, reaction control system
A reaction control system (RCS) is a spacecraft system that uses thrusters to provide attitude control and translation. Alternatively, reaction wheels are used for attitude control. Use of diverted engine thrust to provide stable attitude contr ...
s for X-1, X-15
The North American X-15 is a hypersonic rocket-powered aircraft. It was operated by the United States Air Force and the National Aeronautics and Space Administration as part of the X-plane series of experimental aircraft. The X-15 set speed ...
, Centaur
A centaur ( ; grc, κένταυρος, kéntauros; ), or occasionally hippocentaur, is a creature from Greek mythology with the upper body of a human and the lower body and legs of a horse.
Centaurs are thought of in many Greek myths as being ...
, Mercury
Mercury commonly refers to:
* Mercury (planet), the nearest planet to the Sun
* Mercury (element), a metallic chemical element with the symbol Hg
* Mercury (mythology), a Roman god
Mercury or The Mercury may also refer to:
Companies
* Merc ...
, Little Joe, as well as the turbo-pump gas generators for X-1, X-15, Jupiter, Redstone and Viking used hydrogen peroxide as a monopropellant.
As a bipropellant, is decomposed to burn a fuel as an oxidizer. Specific impulses as high as 350 s (3.5 kN·s/kg) can be achieved, depending on the fuel. Peroxide used as an oxidizer gives a somewhat lower ''I''sp than liquid oxygen, but is dense, storable, non-cryogenic and can be more easily used to drive gas turbines to give high pressures using an efficient ''closed cycle''. It may also be used for regenerative cooling of rocket engines. Peroxide was used very successfully as an oxidizer in World War II German rocket motors (e.g. T-Stoff
T-Stoff (; 'substance T') was a stabilised high test peroxide used in Germany during World War II. T-Stoff was specified to contain 80% (occasionally 85%) hydrogen peroxide (H2O2), remainder water, with traces (<0.1%) of stabilisers. Stabilisers ...
, containing oxyquinoline stabilizer, for both the Walter HWK 109-500
The Walter HWK 109-500 was a liquid-fuelled rocket engine developed by Walter in Germany during the Second World War.
Description
The 109-500 is a self-contained, modular monopropellant ''Starthilfe'' (take-off assist) engine in a pod, able ...
''Starthilfe'' RATO
Rato is a village in the Cornillon commune in the Croix-des-Bouquets Arrondissement, Ouest department of Haiti
Haiti (; ht, Ayiti ; French: ), officially the Republic of Haiti (); ) and formerly known as Hayti, is a country located o ...
externally podded monopropellant booster system, and for the Walter HWK 109-509
The Walter HWK 109-509 was a German liquid-fuel bipropellant rocket engine that powered the Messerschmitt Me 163 Komet and Bachem Ba 349 aircraft. It was produced by Hellmuth Walter Kommanditgesellschaft (HWK) commencing in 1943, with licensed p ...
rocket motor series used for the Me 163
The Messerschmitt Me 163 Komet is a rocket-powered interceptor aircraft primarily designed and produced by the German aircraft manufacturer Messerschmitt. It is the only operational rocket-powered fighter aircraft in history as well as ...
B), most often used with C-Stoff
C-Stoff (; "substance C") was a reductant used in bipropellant rocket fuels (as a fuel itself) developed by Hellmuth Walter Kommanditgesellschaft in Germany during World War II. It was developed for use with T-Stoff (a high-test peroxide) as an oxi ...
in a self-igniting hypergolic
A hypergolic propellant is a rocket propellant combination used in a rocket engine, whose components spontaneously ignite when they come into contact with each other.
The two propellant components usually consist of a fuel and an oxidizer. The ...
combination, and for the low-cost British Black Knight
The black knight is a literary stock character who masks his identity and that of his liege by not displaying heraldry. Black knights are usually portrayed as villainous figures who use this anonymity for misdeeds. They are often contrasted with t ...
and Black Arrow
Black Arrow, officially capitalised BLACK ARROW, was a British satellite carrier rocket. Developed during the 1960s, it was used for four launches between 1969 and 1971, all launched from the Woomera Prohibited Area in Australia. Its final flig ...
launchers. Presently, HTP is used on ILR-33 AMBER and Nucleus suborbital rockets.
In the 1940s and 1950s, the Hellmuth Walter KG–conceived turbine
A turbine ( or ) (from the Greek , ''tyrbē'', or Latin ''turbo'', meaning vortex) is a rotary mechanical device that extracts energy from a fluid flow and converts it into useful work. The work produced by a turbine can be used for generating e ...
used hydrogen peroxide for use in submarine
A submarine (or sub) is a watercraft capable of independent operation underwater. It differs from a submersible, which has more limited underwater capability. The term is also sometimes used historically or colloquially to refer to remotely op ...
s while submerged; it was found to be too noisy and require too much maintenance compared to diesel-electric power systems. Some torpedo
A modern torpedo is an underwater ranged weapon launched above or below the water surface, self-propelled towards a target, and with an explosive warhead designed to detonate either on contact with or in proximity to the target. Historically, su ...
es used hydrogen peroxide as oxidizer or propellant. Operator error in the use of hydrogen-peroxide torpedoes was named as possible causes for the sinking of HMS ''Sidon'' and the Russian submarine ''Kursk''. SAAB Underwater Systems is manufacturing the Torpedo 2000. This torpedo, used by the Swedish Navy
The Swedish Navy ( sv, Svenska marinen) is the naval branch of the Swedish Armed Forces. It is composed of surface and submarine naval units – the Fleet () – as well as marine units, the Amphibious Corps ().
In Swedish, vessels o ...
, is powered by a piston engine propelled by HTP as an oxidizer and kerosene
Kerosene, paraffin, or lamp oil is a combustible hydrocarbon liquid which is derived from petroleum. It is widely used as a fuel in aviation as well as households. Its name derives from el, κηρός (''keros'') meaning "wax", and was regi ...
as a fuel in a bipropellant system.
Household use
Hydrogen peroxide has various domestic uses, primarily as a cleaning and disinfecting agent.
;Hair bleaching
Diluted (between 1.9% and 12%) mixed with aqueous ammonia
Ammonia solution, also known as ammonia water, ammonium hydroxide, ammoniacal liquor, ammonia liquor, aqua ammonia, aqueous ammonia, or (inaccurately) ammonia, is a solution of ammonia in water. It can be denoted by the symbols NH3(aq). Although ...
has been used to bleach human hair
Hair is a protein filament that grows from follicles found in the dermis. Hair is one of the defining characteristics of mammals.
The human body, apart from areas of glabrous skin, is covered in follicles which produce thick terminal and f ...
. The chemical's bleaching property lends its name to the phrase "peroxide blonde
Blond (male) or blonde (female), also referred to as fair hair, is a Human hair color, hair color characterized by low levels of the dark pigment eumelanin. The resultant visible hue depends on various factors, but always has some yellowish co ...
".
Hydrogen peroxide is also used for tooth whitening
Tooth whitening or tooth bleaching is the process of lightening the color of human teeth. Whitening is often desirable when teeth become yellowed over time for a number of reasons, and can be achieved by changing the intrinsic or extrinsic color o ...
. It may be found in most whitening toothpastes. Hydrogen peroxide has shown positive results involving teeth lightness and chroma shade parameters. It works by oxidizing colored pigments onto the enamel where the shade of the tooth may become lighter. Hydrogen peroxide may be mixed with baking soda and salt to make a homemade toothpaste.
;Removal of blood stains
Hydrogen peroxide reacts with blood as a bleaching agent, and so if a blood stain is fresh, or not too old, liberal application of hydrogen peroxide, if necessary in more than single application, will bleach the stain fully out. After about two minutes of the application, the blood should be firmly blotted out.
;Acne treatment
Hydrogen peroxide may be used to treat acne
Acne, also known as ''acne vulgaris'', is a long-term Cutaneous condition, skin condition that occurs when Keratinocyte, dead skin cells and Sebum, oil from the skin clog hair follicles. Typical features of the condition include comedo, black ...
, although benzoyl peroxide
Benzoyl peroxide is a chemical compound (specifically, an organic peroxide) with structural formula , often abbreviated as (BzO)2. In terms of its structure, the molecule can be described as two benzoyl (, Bz) groups connected by a peroxide () ...
is a more common treatment.
Niche uses
;Glow sticks
Hydrogen peroxide reacts with certain di-ester
In chemistry, an ester is a compound derived from an oxoacid (organic or inorganic) in which at least one hydroxyl group () is replaced by an alkoxy group (), as in the substitution reaction of a carboxylic acid and an alcohol. Glycerides ar ...
s, such as phenyl oxalate ester
Diphenyl oxalate (trademark name Cyalume) is a solid whose oxidation products are responsible for the chemiluminescence in a glowstick. This chemical is the double ester of phenol with oxalic acid. Upon reaction with hydrogen peroxide, 1,2-dioxet ...
(cyalume), to produce chemiluminescence
Chemiluminescence (also chemoluminescence) is the emission of light (luminescence) as the result of a chemical reaction. There may also be limited emission of heat. Given reactants A and B, with an excited intermediate ◊,
: + -> lozenge -> ...
; this application is most commonly encountered in the form of glow stick
A glow stick, also known as a light stick, chem light, light wand, light rod, and rave light, is a self-contained, short-term light-source. It consists of a translucent plastic tube containing isolated substances that, when combined, make light ...
s.
;Horticulture
Some horticulturalists and users of hydroponics
Hydroponics is a type of horticulture and a subset of hydroculture which involves growing plants, usually crops or medicinal plants, without soil, by using water-based mineral nutrient solutions in aqueous solvents. Terrestrial or aquatic plan ...
advocate the use of weak hydrogen peroxide solution in watering solutions. Its spontaneous decomposition releases oxygen that enhances a plant's root development and helps to treat root rot
Root rot is a condition in which anoxic conditions in the soil or potting media around the roots of a plant cause them to rot. This occurs due to excessive standing water around the roots. It is found in both indoor and outdoor plants, although ...
(cellular root death due to lack of oxygen) and a variety of other pests.
For general watering concentrations around 0.1% is in use and this can be increased up to one percent for anti-fungal actions. Tests show that plant foliage can safely tolerate concentrations up to 3%.
;Fishkeeping
Hydrogen peroxide is used in aquaculture
Aquaculture (less commonly spelled aquiculture), also known as aquafarming, is the controlled cultivation ("farming") of aquatic organisms such as fish, crustaceans, mollusks, algae and other organisms of value such as aquatic plants (e.g. lot ...
for controlling mortality
Mortality is the state of being mortal, or susceptible to death; the opposite of immortality.
Mortality may also refer to:
* Fish mortality, a parameter used in fisheries population dynamics to account for the loss of fish in a fish stock throug ...
caused by various microbes. In 2019, the U.S. FDA approved it for control of ''Saprolegniasis'' in all coldwater finfish and all fingerling and adult coolwater and warmwater finfish, for control of external columnaris
Columnaris (also referred to as cottonmouth) is a symptom of disease in fish which results from an infection caused by the Gram-negative, aerobic, rod-shaped bacterium ''Flavobacterium columnare''. It was previously known as ''Bacillus columnaris, ...
disease in warm-water finfish, and for control of ''Gyrodactylus
''Gyrodactylus'' is a genus of parasitic flatworms in the family Gyrodactylidae.
Species
Species listed in the World Register of Marine Species
The World Register of Marine Species (WoRMS) is a taxonomic database that aims to provide an autho ...
'' spp. in freshwater-reared salmonids. Laboratory tests conducted by fish culturists have demonstrated that common household hydrogen peroxide may be used safely to provide oxygen for small fish. The hydrogen peroxide releases oxygen by decomposition when it is exposed to catalysts such as manganese dioxide
Manganese dioxide is the inorganic compound with the formula . This blackish or brown solid occurs naturally as the mineral pyrolusite, which is the main ore of manganese and a component of manganese nodules. The principal use for is for dry-cell ...
.
;Removing yellowing from aged plastics
Hydrogen peroxide may be used in combination with a UV-light source to remove yellowing from white or light grey acrylonitrile butadiene styrene
Acrylonitrile butadiene styrene (ABS) (chemical formula (C8H8)''x''·(C4H6)''y''·(C3H3N)''z'' is a common thermoplastic polymer. Its glass transition temperature is approximately . ABS is amorphous and therefore has no true melting point.
A ...
(ABS) plastics to partially or fully restore the original color. In the retrocomputing
Retrocomputing is the use of older computer hardware and software in modern times. Retrocomputing is usually classed as a hobby and recreation rather than a practical application of technology; enthusiasts often collect rare and valuable hardw ...
scene, this process is commonly referred to as retr0bright
Retrobright refers to H2O2 (hydrogen peroxide) based processes used to remove yellowing from ABS plastics. The usage has also expanded to other retro restoration applications, such as classic and collectible sneaker restoration, where it is refer ...
.
Safety
Regulations vary, but low concentrations, such as 5%, are widely available and legal to buy for medical use. Most over-the-counter peroxide solutions are not suitable for ingestion. Higher concentrations may be considered hazardous and typically are accompanied by a safety data sheet
A safety data sheet (SDS), material safety data sheet (MSDS), or product safety data sheet (PSDS) is a document that lists information relating to occupational safety and health for the use of various substances and products. SDSs are a widely ...
(SDS). In high concentrations, hydrogen peroxide is an aggressive oxidizer and will corrode many materials, including human skin. In the presence of a reducing agent
In chemistry, a reducing agent (also known as a reductant, reducer, or electron donor) is a chemical species that "donates" an electron to an (called the , , , or ).
Examples of substances that are commonly reducing agents include the Earth meta ...
, high concentrations of will react violently.
While concentrations up to 35% produce only "white" oxygen bubbles in the skin (and some biting pain) that disappear with the blood within 30-45 minutes concentrations of 98% dissolve paper. However concentrations as low as 3% can be dangerous for the eye because of oxygen evolution within the eye.
High-concentration hydrogen peroxide streams, typically above 40%, should be considered hazardous due to concentrated hydrogen peroxide's meeting the definition of a DOT oxidizer according to U.S. regulations, if released into the environment. The EPA
The Environmental Protection Agency (EPA) is an independent executive agency of the United States federal government tasked with environmental protection matters. President Richard Nixon proposed the establishment of EPA on July 9, 1970; it be ...
Reportable Quantity (RQ) for D001 hazardous wastes is , or approximately , of concentrated hydrogen peroxide.
Hydrogen peroxide should be stored in a cool, dry, well-ventilated area and away from any flammable or combustible substances. It should be stored in a container composed of non-reactive materials such as stainless steel or glass (other materials including some plastics and aluminium alloys may also be suitable). Because it breaks down quickly when exposed to light, it should be stored in an opaque container, and pharmaceutical formulations typically come in brown bottles that block light.
Hydrogen peroxide, either in pure or diluted form, may pose several risks, the main one being that it forms explosive mixtures upon contact with organic compounds. Distillation
Distillation, or classical distillation, is the process of separation process, separating the components or substances from a liquid mixture by using selective boiling and condensation, usually inside an apparatus known as a still. Dry distilla ...
of hydrogen peroxide at normal pressures is highly dangerous. It is also corrosive, especially when concentrated, but even domestic-strength solutions may cause irritation to the eyes, mucous membrane
A mucous membrane or mucosa is a membrane that lines various cavities in the body of an organism and covers the surface of internal organs. It consists of one or more layers of epithelial cells overlying a layer of loose connective tissue. It is ...
s, and skin.[For example, see a]
MSDS for a 3% peroxide solution
. Swallowing hydrogen peroxide solutions is particularly dangerous, as decomposition in the stomach releases large quantities of gas (ten times the volume of a 3% solution), leading to internal bloating. Inhaling over 10% can cause severe pulmonary irritation.[H2O2 toxicity and dangers](_blank)
Agency for Toxic Substances and Disease Registry
The Agency for Toxic Substances and Disease Registry (ATSDR) is a federal public health agency within the United States Department of Health and Human Services. The agency focuses on minimizing human health risks associated with exposure to haza ...
website
With a significant vapour pressure (1.2 kPa at 50 °C), hydrogen-peroxide vapour is potentially hazardous. According to U.S. NIOSH, the immediately dangerous to life and health
The term immediately dangerous to life or health (IDLH) is defined by the US National Institute for Occupational Safety and Health (NIOSH) as exposure to airborne contaminants that is "likely to cause death or immediate or delayed permanent advers ...
(IDLH) limit is only 75 ppm. The U.S. Occupational Safety and Health Administration
The Occupational Safety and Health Administration'' (OSHA ) is a large regulatory agency of the United States Department of Labor that originally had federal visitorial powers to inspect and examine workplaces. Congress established the agenc ...
(OSHA) has established a permissible exposure limit of 1.0 ppm calculated as an 8-hour time-weighted average (29 CFR 1910.1000, Table Z-1). Hydrogen peroxide also has been classified by the American Conference of Governmental Industrial Hygienists
The American Conference of Governmental Industrial Hygienists (ACGIH) is a professional association of industrial hygienists and practitioners of related professions, with headquarters in Cincinnati, Ohio. One of its goals is to advance worker pr ...
(ACGIH) as a "known animal carcinogen, with unknown relevance on humans". For workplaces where there is a risk of exposure to the hazardous concentrations of the vapours, continuous monitors for hydrogen peroxide should be used. Information on the hazards of hydrogen peroxide is available from OSHA and from the ATSDR.
Wound healing
Historically, hydrogen peroxide was used for disinfecting wounds, partly because of its low cost and prompt availability compared to other antiseptic
An antiseptic (from Greek ἀντί ''anti'', "against" and σηπτικός ''sēptikos'', "putrefactive") is an antimicrobial substance or compound that is applied to living tissue/skin to reduce the possibility of infection, sepsis, or putre ...
s.
There is conflicting evidence on hydrogen peroxide's effect on wound healing. Some research finds benefit, while other research find delays and healing inhibition. Its use for home treatment of wounds is generally contraindicated.
1.5%-3% Hydrogen peroxide is used as a desinfectant in dentistry, especially in endodotic treatments together with hypochlorite and chlorhexidin and 1-1.5% is also useful for treatment of inflammation of third molars (wisdom teeth).
Use in alternative medicine
Practitioners of alternative medicine
Alternative medicine is any practice that aims to achieve the healing effects of medicine despite lacking biological plausibility, testability, repeatability, or evidence from clinical trials. Complementary medicine (CM), complementary and alt ...
have advocated the use of hydrogen peroxide for various conditions, including emphysema
Emphysema, or pulmonary emphysema, is a lower respiratory tract disease, characterised by air-filled spaces ( pneumatoses) in the lungs, that can vary in size and may be very large. The spaces are caused by the breakdown of the walls of the alve ...
, influenza
Influenza, commonly known as "the flu", is an infectious disease caused by influenza viruses. Symptoms range from mild to severe and often include fever, runny nose, sore throat, muscle pain, headache, coughing, and fatigue. These symptoms ...
, AIDS
Human immunodeficiency virus infection and acquired immunodeficiency syndrome (HIV/AIDS) is a spectrum of conditions caused by infection with the human immunodeficiency virus (HIV), a retrovirus. Following initial infection an individual m ...
, and in particular cancer
Cancer is a group of diseases involving abnormal cell growth with the potential to invade or spread to other parts of the body. These contrast with benign tumors, which do not spread. Possible signs and symptoms include a lump, abnormal b ...
. There is no evidence of effectiveness and in some cases it has proved fatal.[Hydrogen Peroxide, 3%. 3. Hazards Identification](_blank)
Southeast Fisheries Science Center, daughter agency of NOAA
The National Oceanic and Atmospheric Administration (abbreviated as NOAA ) is an United States scientific and regulatory agency within the United States Department of Commerce that forecasts weather, monitors oceanic and atmospheric conditio ...
.
Both the effectiveness and safety of hydrogen peroxide therapy is scientifically questionable. Hydrogen peroxide is produced by the immune system, but in a carefully controlled manner. Cells called phagocyte
Phagocytes are cells that protect the body by ingesting harmful foreign particles, bacteria, and dead or dying cells. Their name comes from the Greek ', "to eat" or "devour", and "-cyte", the suffix in biology denoting "cell", from the Greek ...
s engulf pathogens and then use hydrogen peroxide to destroy them. The peroxide is toxic to both the cell and the pathogen and so is kept within a special compartment, called a phagosome
In cell biology, a phagosome is a vesicle formed around a particle engulfed by a phagocyte via phagocytosis. Professional phagocytes include macrophages, neutrophils, and dendritic cells (DCs).
A phagosome is formed by the fusion of the cell mem ...
. Free hydrogen peroxide will damage any tissue it encounters via oxidative stress
Oxidative stress reflects an imbalance between the systemic manifestation of reactive oxygen species and a biological system's ability to readily Detoxification, detoxify the reactive intermediates or to repair the resulting damage. Disturbances ...
, a process that also has been proposed as a cause of cancer.
Claims that hydrogen peroxide therapy increases cellular levels of oxygen have not been supported. The quantities administered would be expected to provide very little additional oxygen compared to that available from normal respiration. It is also difficult to raise the level of oxygen around cancer cells within a tumour, as the blood supply tends to be poor, a situation known as tumor hypoxia
Tumor hypoxia is the situation where tumor cells have been deprived of oxygen. As a tumor grows, it rapidly outgrows its blood supply, leaving portions of the tumor with regions where the oxygen concentration is significantly lower than in health ...
.
Large oral doses of hydrogen peroxide at a 3% concentration may cause irritation and blistering to the mouth, throat, and abdomen as well as abdominal pain, vomiting, and diarrhea. Ingestion of hydrogen peroxide at concentrations of 35% or higher has been implicated as the cause of numerous gas embolism
An air embolism, also known as a gas embolism, is a blood vessel blockage caused by one or more bubbles of air or other gas in the circulatory system. Air can be introduced into the circulation during surgical procedures, lung over-expansion i ...
events resulting in hospitalisation. In these cases, hyperbaric oxygen therapy
Hyperbaric medicine is medical treatment in which an ambient pressure greater than sea level atmospheric pressure is a necessary component. The treatment comprises hyperbaric oxygen therapy (HBOT), the medical use of oxygen at an ambient pressure ...
was used to treat the embolisms.
Intravenous injection
Intravenous therapy (abbreviated as IV therapy) is a medical technique that administers fluids, medications and nutrients directly into a person's vein. The intravenous route of administration is commonly used for rehydration or to provide nutri ...
of hydrogen peroxide has been linked to several deaths.
The American Cancer Society
The American Cancer Society (ACS) is a nationwide voluntary health organization dedicated to eliminating cancer. Established in 1913, the society is organized into six geographical regions of both medical and lay volunteers operating in more than ...
states that "there is no scientific evidence that hydrogen peroxide is a safe, effective, or useful cancer treatment." Furthermore, the therapy is not approved by the U.S. FDA.
Historical incidents
* On 16 July 1934, in Kummersdorf
Kummersdorf is the name of an estate near Luckenwalde, around 25 km south of Berlin, in the Brandenburg region of Germany. Until 1945 Kummersdorf hosted the weapon office of the German Army which ran a development centre for future weapons as ...
, Germany, a propellant tank containing an experimental monopropellant mixture consisting of hydrogen peroxide and ethanol exploded during a test, killing three people.
* During the Second World War
World War II or the Second World War, often abbreviated as WWII or WW2, was a world war that lasted from 1939 to 1945. It involved the vast majority of the world's countries—including all of the great powers—forming two opposin ...
, doctors in German concentration camps German concentration camps may refer to different camps which were operated by German states:
*Concentration camps during the Herero and Namaqua genocide
** Shark Island concentration camp
* Cottbus-Sielow concentration camp in Cottbus interning Jew ...
experimented with the use of hydrogen peroxide injections in the killing of human subjects.
* In April 1992, an explosion occurred at the hydrogen peroxide plant at Jarrie in France, due to technical failure of the computerised control system and resulting in one fatality and wide destruction of the plant.
* Several people received minor injuries after a hydrogen peroxide spill on board a flight between the U.S. cities of Orlando and Memphis on 28 October 1998.
* The Russian submarine K-141 ''Kursk'' sailed to perform an exercise of firing dummy torpedoes at the Pyotr Velikiy, a ''Kirov''-class battlecruiser. On 12 August 2000, at 11:28 local time (07:28 UTC), there was an explosion while preparing to fire the torpedoes. The only credible report to date is that this was due to the failure and explosion of one of the Kursk's hydrogen peroxide-fueled torpedoes. It is believed that HTP, a form of highly concentrated hydrogen peroxide used as propellant for the torpedo, seeped through its container, damaged either by rust or in the loading procedure back on land where an incident involving one of the torpedoes accidentally touching ground went unreported. The vessel was lost with all hands. A similar incident was responsible for the loss of HMS ''Sidon'' in 1955.
* On 15 August 2010, a spill of about of cleaning fluid occurred on the 54th floor of 1515 Broadway, in Times Square, New York City. The spill, which a spokesperson for the New York City fire department said was of hydrogen peroxide, shut down Broadway between West 42nd and West 48th streets as fire engines responded to the hazmat
Dangerous goods, abbreviated DG, are substances that when transported are a risk to health, safety, property or the environment. Certain dangerous goods that pose risks even when not being transported are known as hazardous materials ( syllabi ...
situation. There were no reported injuries.
See also
* FOX reagent, used to measure levels of hydrogen peroxide in biological systems
* Hydrogen chalcogenide Hydrogen chalcogenides (also chalcogen hydrides or hydrogen chalcides) are binary compounds of hydrogen with chalcogen atoms (elements of group 16: oxygen, sulfur, selenium, tellurium, and polonium). Water, the first chemical compound in this series ...
* Retrobright
Retrobright refers to H2O2 (hydrogen peroxide) based processes used to remove yellowing from ABS plastics. The usage has also expanded to other retro restoration applications, such as classic and collectible sneaker restoration, where it is refer ...
, a process using hydrogen peroxide to restore yellowed Acrylonitrile butadiene styrene
Acrylonitrile butadiene styrene (ABS) (chemical formula (C8H8)''x''·(C4H6)''y''·(C3H3N)''z'' is a common thermoplastic polymer. Its glass transition temperature is approximately . ABS is amorphous and therefore has no true melting point.
A ...
plastic
References
Notes
Bibliography
*
* A great description of properties & chemistry of .
*
*
External links
Hydrogen Peroxide
at ''The Periodic Table of Videos
''Periodic Videos'' (also known as ''The Periodic Table of Videos'') is a video project and YouTube channel on chemistry. It consists of a series of videos about chemical elements and the periodic table, with additional videos on other topics i ...
'' (University of Nottingham)
Material Safety Data Sheet
Process flow sheet of Hydrogen Peroxide Production by anthrahydroquinone autoxidation
Hydrogen Peroxide Handbook by Rocketdyne
IR spectroscopic study J. Phys. Chem.
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