Lead diacetate
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Lead(II) acetate (Pb(CH3COO)2), also known as lead acetate, lead diacetate, plumbous acetate, sugar of lead, lead sugar, salt of Saturn, or Goulard's powder, is a white crystalline
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 a slightly
sweet Sweetness is a basic taste most commonly perceived when eating foods rich in sugars. Sweet tastes are generally regarded as pleasurable. In addition to sugars like sucrose, many other chemical compounds are sweet, including aldehydes, ketone ...
taste. Like many other
lead Lead is a chemical element with the symbol Pb (from the Latin ) and atomic number 82. It is a heavy metal that is denser than most common materials. Lead is soft and malleable, and also has a relatively low melting point. When freshly cu ...
compounds, it 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 subs ...
. Lead acetate is soluble in water and
glycerin Glycerol (), also called glycerine in British English and glycerin in American English, is a simple triol compound. It is a colorless, odorless, viscous liquid that is sweet-tasting and non-toxic. The glycerol backbone is found in lipids known ...
. With water it forms the trihydrate, Pb(CH3COO)2·3H2O, a colourless or white
efflorescent In chemistry, efflorescence (which means "to flower out" in French) is the migration of a salt to the surface of a porous material, where it forms a coating. The essential process involves the dissolving of an internally held salt in water, o ...
monoclinic In crystallography, the monoclinic crystal system is one of the seven crystal systems. A crystal system is described by three vectors. In the monoclinic system, the crystal is described by vectors of unequal lengths, as in the orthorhombic s ...
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, macros ...
substance. The substance is used as a reagent to make other lead compounds and as a fixative for some dyes. In low concentrations, it is the principal active ingredient in progressive types of
hair colouring Hair coloring, or hair dyeing, is the practice of changing the hair color. The main reasons for this are cosmetic: to cover gray or white hair, to change to a color regarded as more fashionable or desirable, or to restore the original hair color ...
dyes. Lead(II) acetate is also used as a
mordant A mordant or dye fixative is a substance used to set (i.e. bind) dyes on fabrics by forming a coordination complex with the dye, which then attaches to the fabric (or tissue). It may be used for dyeing fabrics or for intensifying stains in ...
in
textile printing Textile printing is the process of applying color to fabric in definite patterns or designs. In properly printed fabrics the colour is bonded with the fibre, so as to resist washing and friction. Textile printing is related to dyeing but i ...
and
dyeing Dyeing is the application of dyes or pigments on textile materials such as fibers, yarns, and fabrics with the goal of achieving color with desired color fastness. Dyeing is normally done in a special solution containing dyes and particular c ...
, and as a drier in paints and varnishes. It was historically used as a
sweetener {{Wiktionary, sweetener A sweetener is a substance added to food or drink to impart the flavor of sweetness, either because it contains a type of sugar, or because it contains a sweet-tasting sugar substitute. Many artificial sweeteners have been ...
and
preservative A preservative is a substance or a chemical that is added to products such as food products, beverages, pharmaceutical drugs, paints, biological samples, cosmetics, wood, and many other products to prevent decomposition by microbial growth or by ...
in wines and in other foods and for
cosmetics Cosmetics are constituted mixtures of chemical compounds derived from either natural sources, or synthetically created ones. Cosmetics have various purposes. Those designed for personal care and skin care can be used to cleanse or protect ...
.


Production

Lead acetate can be made by boiling elemental lead in acetic acid and hydrogen peroxide. This method will also work with
lead carbonate Lead(II) carbonate is the chemical compound with the chemical formula . It is a white solid with several practical uses, despite its toxicity. It occurs naturally as the mineral cerussite. Structure Like all metal carbonates, lead(II) carbonate a ...
or
lead oxide Lead oxides are a group of inorganic compounds with formulas including lead (Pb) and oxygen (O). Common lead oxides include: * Lead(II) oxide, PbO, litharge (red), massicot (yellow) * Lead(II,IV) oxide Lead(II,IV) oxide, also called red lead o ...
. Pb(s) + H2O2(aq) + 2 H+(aq) → Pb2+(aq) + 2 H2O(l)
Pb2+(aq) + 2 CH3COO(aq) → Pb(CH3COO)2(aq) Lead(II) acetate can also be made via a
single displacement reaction A single-displacement reaction, also known as single replacement reaction or exchange reaction, is a chemical reaction in which one element is replaced by another in a compound. It can be represented generically as: :A + BC -> AC + B where eithe ...
between copper acetate and lead metal: Cu(CH3COO)2 + Pb → Cu + Pb(CH3COO)2


Structure

The
crystal structure In crystallography, crystal structure is a description of the ordered arrangement of atoms, ions or molecules in a crystalline material. Ordered structures occur from the intrinsic nature of the constituent particles to form symmetric patterns ...
of anhydrous lead(II) acetate has been described as coordination polymer. In comparison, lead(II) acetate
trihydrate In chemistry, a hydrate is a substance that contains water or its constituent elements. The chemical state of the water varies widely between different classes of hydrates, some of which were so labeled before their chemical structure was underst ...
's structure is a 1D coordination polymer. In the trihydrate, the Pb2+ ion's
coordination sphere In coordination chemistry, the first coordination sphere refers to the array of molecules and ions (the ligands) directly attached to the central metal atom. The second coordination sphere consists of molecules and ions that attached in various ...
consists of nine oxygen atoms belonging to three water molecules, two bidentate acetate groups and two bridging acetate groups. The
coordination geometry The term coordination geometry is used in a number of related fields of chemistry and solid state chemistry/physics. Molecules The coordination geometry of an atom is the geometrical pattern formed by atoms around the central atom. Inorganic coo ...
at Pb is a monocapped square antiprism. The trihydrate thermally decomposes to a hemihydrate, Pb(OAc)2·½H2O, and to basic acetates such as Pb4O(OAc)6 and Pb2O(OAc)2.


Uses


Sweetener

Like other lead(II) salts, lead(II) acetate has a sweet taste, which led to its historical use as a sugar substitute in both wines and foods. The
ancient Romans In modern historiography, ancient Rome refers to Roman civilisation from the founding of the city of Rome in the 8th century BC to the collapse of the Western Roman Empire in the 5th century AD. It encompasses the Roman Kingdom (753–509 ...
, who had few sweeteners besides
honey Honey is a sweet and viscous substance made by several bees, the best-known of which are honey bees. Honey is made and stored to nourish bee colonies. Bees produce honey by gathering and then refining the sugary secretions of plants (primar ...
, would boil must (grape juice) in lead pots to produce a reduced sugar syrup called ''
defrutum Grape syrup is a condiment made with concentrated grape juice. It is thick and sweet because of its high ratio of sugar to water. Grape syrup is made by boiling grapes, removing their skins, squeezing them through a sieve to extract the juice, a ...
'', concentrated again into '' sapa''. This syrup was used to sweeten wine and to sweeten and preserve fruit. It is possible that lead(II) acetate or other lead compounds
leaching Leaching is the loss or extraction of certain materials from a carrier into a liquid (usually, but not always a solvent). and may refer to: * Leaching (agriculture), the loss of water-soluble plant nutrients from the soil; or applying a small amou ...
into the syrup might have caused lead poisoning in those who consumed it. Lead acetate is no longer used in the production of sweeteners because of its recognized toxicity. Modern chemistry can easily detect it, which has almost completely stopped the illegal use that continued decades after its use as a sweetener was banned.


Historical incidents

The earliest confirmed poisoning by lead acetate was that of
Pope Clement II Pope Clement II ( la, Clemens II; born Suidger von Morsleben; died 9 October 1047), was head of the Catholic Church and ruler of the Papal States from 25 December 1046 until his death in 1047. He was the first in a series of reform-minded popes ...
who died in October 1047. A toxicological examination of his remains conducted in the mid-20th century confirmed centuries-old rumors that he had been poisoned with lead sugar. It is not clear whether he was assassinated. In 1787 painter and biographer Albert Christoph Dies swallowed, by accident, approximately of lead acetate. His recovery from this poison was slow and incomplete. He lived with illnesses until his death in 1822. English translation in: Although the use of lead(II) acetate as a sweetener was already illegal at that time, composer
Ludwig van Beethoven Ludwig van Beethoven (baptised 17 December 177026 March 1827) was a German composer and pianist. Beethoven remains one of the most admired composers in the history of Western music; his works rank amongst the most performed of the classic ...
may have died of lead poisoning caused by wines adulterated with lead acetate (see also '' Beethoven's liver)''. In the 1850s,
Mary Seacole Mary Jane Seacole (;Anionwu E.N. (2012) Mary Seacole: nursing care in many lands. ''British Journal of Healthcare Assistants'' 6(5), 244–248. 23 November 1805 – 14 May 1881) was a British-Jamaican nurse and businesswoman who set up t ...
applied lead(II) acetate, among other remedies, against an epidemic of cholera in Panama.
Mary Seacole Mary Jane Seacole (;Anionwu E.N. (2012) Mary Seacole: nursing care in many lands. ''British Journal of Healthcare Assistants'' 6(5), 244–248. 23 November 1805 – 14 May 1881) was a British-Jamaican nurse and businesswoman who set up t ...
: ''Wonderful Adventures of Mrs. Seacole in Many Lands'', Chapter IV, (1990
Oxford University Press Oxford University Press (OUP) is the university press of the University of Oxford. It is the largest university press in the world, and its printing history dates back to the 1480s. Having been officially granted the legal right to print books ...
reprint) ; (2005 Penguin 20th Century Classics reprint, ed. Sarah Salih)
Jane Robinson: ''Mary Seacole: The Charismatic Black Nurse who became a heroine of the Crimea'', p.53. Constable 2004 (p/b. ) In 1887, 38 hunting horses belonging to Captain William Hollwey Steeds were poisoned in their stables at Clonsilla House, Dublin, Ireland. At least ten of the hunters died. Captain Steeds, an 'extensive commission agent', had previously supplied the horses for the Bray and Greystones Coach. It transpired they had been fed a bran mash that had been sweetened with a toxic lead acetate.


Cosmetics

Lead(II) acetate, as well as
white lead White lead is the basic lead carbonate 2PbCO3·Pb(OH)2. It is a complex salt, containing both carbonate and hydroxide ions. White lead occurs naturally as a mineral, in which context it is known as hydrocerussite, a hydrate of cerussite. It was ...
, has been used in cosmetics throughout history. Until recently, it was still used in the USA in men's
hair colouring Hair coloring, or hair dyeing, is the practice of changing the hair color. The main reasons for this are cosmetic: to cover gray or white hair, to change to a color regarded as more fashionable or desirable, or to restore the original hair color ...
products
Lead Based Hair Products: Too Hazardous for Household Use - Results
', Howard W. Mielke, PhD, Myiesha D. Taylor, Chris R. Gonzales, M. Kelley Smith, Pamela V. Daniels, and Ayanna V.Buckner. Journal of American Pharmaceutical Association (NS37, Jan/Feb 1997:85-89).
like Grecian Formula. It was not until just a few years ago when the manufacturer removed lead acetate from the hair coloring product, and as of July 2018 the ingredients in Grecian Formula are water,
isopropyl alcohol Isopropyl alcohol (IUPAC name propan-2-ol and also called isopropanol or 2-propanol) is a colorless, flammable organic compound with a pungent alcoholic odor. As an isopropyl group linked to a hydroxyl group ( chemical formula ) it is the s ...
,
triethanolamine Triethanolamine, or TEA is a viscous organic compound that is both a tertiary amine and a triol. A triol is a molecule with three alcohol groups. Approximately 150,000 tonnes were produced in 1999. It is a colourless compound although samples m ...
, bismuth citrate,
sodium thiosulfate Sodium thiosulfate (sodium thiosulphate) is an inorganic compound with the formula . Typically it is available as the white or colorless pentahydrate, . The solid is an efflorescent (loses water readily) crystalline substance that dissolves well in ...
, fragrance, and
panthenol Panthenol (also called pantothenol) is the alcohol analog of pantothenic acid (vitamin B5), and is thus a provitamin of B5. In organisms, it is quickly oxidized to pantothenic acid. It is a viscous transparent liquid at room temperature. Pantheno ...
. Lead acetate has been replaced by bismuth citrate as the progressive colorant. Its use in cosmetics has been banned in Canada by Health Canada in 2005 (effective at the end of 2006) based on tests showing possible carcinogenicity and reproductive toxicity, and it is also banned in the European Union and has been on the California Proposition 65 warning list as a carcinogen since 1988.


Medical uses

Lead(II) acetate solution was a commonly used folk remedy for sore nipples. In modern medicine, for a time, it was used as an
astringent An astringent (sometimes called adstringent) is a chemical that shrinks or constricts body tissues. The word derives from the Latin ''adstringere'', which means "to bind fast". Calamine lotion, witch hazel, and yerba mansa, a Californian pla ...
, in the form of Goulard's Extract, and it has also been used to treat poison ivy.


Industrial uses

Lead(II) acetate paper is used to detect the poisonous gas hydrogen sulfide. The gas reacts with lead(II) acetate on the moistened test paper to form a grey precipitate of
lead(II) sulfide Lead is a chemical element with the symbol Pb (from the Latin ) and atomic number 82. It is a heavy metal that is denser than most common materials. Lead is soft and malleable, and also has a relatively low melting point. When freshly cut, le ...
. An aqueous solution of lead(II) acetate is the byproduct of a 1:1 ratio of
hydrogen peroxide Hydrogen peroxide is a chemical compound with the formula . In its pure form, it is a very pale blue liquid that is slightly more viscous than water. It is used as an oxidizer, bleaching agent, and antiseptic, usually as a dilute solution (3% ...
and white
vinegar Vinegar is an aqueous solution of acetic acid and trace compounds that may include flavorings. Vinegar typically contains 5–8% acetic acid by volume. Usually, the acetic acid is produced by a double fermentation, converting simple sugars to eth ...
(acetic acid) used in the cleaning and maintenance of stainless steel firearm
suppressor A silencer, also known as a sound suppressor, suppressor, or sound moderator, is a muzzle device that reduces the acoustic intensity of the muzzle report (sound of a gunshot) and muzzle rise when a gun (firearm or air gun) is discharged, b ...
s (silencers) and compensators. The solution is agitated by the bubbling action of the hydrogen peroxide, and the main reaction is the dissolution of lead deposits within the suppressor by the acetic acid, which forms lead acetate. Because of its high toxicity, this chemical solution must be appropriately disposed by a chemical processing facility or
hazardous materials 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 ( syllab ...
centre. Alternatively, the solution may be reacted with sulfuric acid to precipitate nearly insoluble
lead(II) sulfate Lead(II) sulfate (PbSO4) is a white solid, which appears white in microcrystalline form. It is also known as ''fast white'', ''milk white'', ''sulfuric acid lead salt'' or ''anglesite''. It is often seen in the plates/electrodes of car batteries ...
. The solid may then be removed by mechanical filtration and is safer to dispose of than aqueous lead acetate. It was also used in making of
slow match Slow match, also called match cord, is the slow-burning cord or twine fuse used by early gunpowder musketeers, artillerymen, and soldiers to ignite matchlock muskets, cannons, shells, and petards. Slow matches were most suitable for use aroun ...
es during the
Middle Ages In the history of Europe, the Middle Ages or medieval period lasted approximately from the late 5th to the late 15th centuries, similar to the post-classical period of global history. It began with the fall of the Western Roman Empire ...
. It was made by mixing natural form of lead(II) oxide called
litharge Litharge (from Greek lithargyros, lithos (stone) + argyros (silver) ''λιθάργυρος'') is one of the natural mineral forms of lead(II) oxide, PbO. Litharge is a secondary mineral which forms from the oxidation of galena ores. It forms as c ...
and
vinegar Vinegar is an aqueous solution of acetic acid and trace compounds that may include flavorings. Vinegar typically contains 5–8% acetic acid by volume. Usually, the acetic acid is produced by a double fermentation, converting simple sugars to eth ...
. Sugar of lead was a recommended agent added to linseed oil during heating to produce "boiled" linseed oil, the lead and heat acting to cause the oil to cure faster than raw linseed oil.Andés, Louis Edgar, and Arthur Morris. ''Oil colours and printers' inks a practical handbook treating of linseed oil, boiled oil, paints, artists' colours, lampblack and printers' inks, black and coloured''. London: Scott, Greenwood. 1903. 41. Print.


See also

* Saturn's Tree


References


External links


Case Studies in Environmental Medicine - Lead Toxicity




* ttps://web.archive.org/web/20080111154608/http://www.npi.gov.au/database/substance-info/profiles/50.html National Pollutant Inventory - Lead and Lead Compounds Fact sheet (Does Not Bring Up Lead)
ToxFAQs: Lead


* [https://www.accessdata.fda.gov/scripts/cdrh/cfdocs/cfcfr/CFRSearch.cfm?fr=73.2396 US Food and Drug Administration (FDA)21CFR73.2396 "PART 73 -- LISTING OF COLOR ADDITIVES EXEMPT FROM CERTIFICATION, Subpart C--Cosmetics, Sec. 73.2396 Lead acetate"] {{Acetates Acetates Alchemical substances Lead(II) compounds Sugar substitutes