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Propionic
Propionic acid (, from the Greek words πρῶτος : ''prōtos'', meaning "first", and πίων : ''píōn'', meaning "fat"; also known as propanoic acid) is a naturally occurring carboxylic acid with chemical formula CH3CH2CO2H. It is a liquid with a pungent and unpleasant smell somewhat resembling body odor. The anion CH3CH2CO2− as well as the salts and esters of propionic acid are known as propionates or propanoates. History Propionic acid was first described in 1844 by Johann Gottlieb, who found it among the degradation products of sugar. Over the next few years, other chemists produced propionic acid by different means, none of them realizing they were producing the same substance. In 1847, French chemist Jean-Baptiste Dumas established all the acids to be the same compound, which he called propionic acid, from the Greek words πρῶτος (prōtos), meaning ''first'', and πίων (piōn), meaning ''fat'', because it is the smallest H(CH2)''n''COOH acid that ex ...
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3-Hydroxypropionic Acid
3-Hydroxypropionic acid is a carboxylic acid, specifically a beta hydroxy acid. It is an acidic viscous liquid with a pKa of 4.5. It is very soluble in water, soluble in ethanol and diethyl ether. Upon distillation, it dehydration reaction, dehydrates to form acrylic acid, and is occasionally called hydracrylic acid 3-Hydroxypropionic acid is used in the industrial production of various chemicals such as acrylates. Synthesis 3-Hydroxypropionic acid can be obtained by base-induced hydration of acrylic acid followed by reacidification. Another synthesis involves cyanation of ethylene chlorohydrin followed by hydrolysis of the resulting nitrile. Hydrolysis of propiolactone is yet another route. Potential applications The polyester poly(3-hydroxypropionic acid) is a biodegradable polymer. The method combines the high-molecular weight and control aspects of ring-opening polymerization with the commercial availability of the beta hydroxy acid, 3-hydroxypropionic acid which is abbrevi ...
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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 characteristic acrid or tart smell. It is miscible with water, alcohols, ethers, and chloroform. More than a million tons are produced annually. History The word "acrylic" was coined in 1843, for a chemical derivative of acrolein, an acrid-smelling oil derived from glycerol. Production Acrylic acid is produced by oxidation of propylene, which is a byproduct of the production of ethylene and gasoline: : 2 CH2=CHCH3 + 3 O2 → 2 CH2=CHCO2H + 2 H2O Historical methods Because acrylic acid and its esters have long been valued commercially, many other methods have been developed. Most have been abandoned for economic or environmental reasons. An early method was the hydrocarboxylation of acetylene (" Reppe chemistry"): : This method re ...
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Propionic Anhydride
Propionic anhydride is an organic compound with the formula (CH3CH2CO)2O. This simple acid anhydride is a colourless liquid. It is a widely used reagent in organic synthesis as well as for producing specialty derivatives of cellulose. Synthesis Industrial route to propionic anhydride involves thermal dehydration, driving off the water by distillation: :2 CH3CH2CO2H → (CH3CH2CO)2O + H2O Another routes is the Reppe carbonylation of ethylene with propionic acid and nickel carbonyl as the catalyst: :CH2=CH2 + CH3CH2CO2H + CO → (CH3CH2CO)2O Propionic anhydride has also been prepared by dehydration of propionic acid using ketene: : 2 CH3CH2CO2H + CH2=C=O → (CH3CH2CO)2O + CH3CO2H Safety Propanoic anhydride is strong smelling and corrosive, and will cause burns on contact with skin. Vapour can burn eyes and lungs. Legal Status Due to its potential use as a precursor in the synthesis of fentanyl and fentanyl analogs, propanoic anhydride is regulated by the Unite ...
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Propionaldehyde
Propionaldehyde or propanal is the organic compound with the formula CH3CH2CHO. It is the 3-carbon aldehyde. It is a colourless, flammable liquid with a slightly fruity odour. It is produced on a large scale industrially. Production Propionaldehyde is mainly produced industrially by hydroformylation of ethylene: :CO + H2 + C2H4 → CH3CH2CHO In this way, several hundred thousand tons are produced annually. Laboratory preparation Propionaldehyde may also be prepared by oxidizing 1-propanol with a mixture of sulfuric acid and potassium dichromate. The reflux condenser contains water heated at 60 °C, which condenses unreacted propanol, but allows propionaldehyde to pass. The propionaldehyde vapor is immediately condensed into a suitable receiver. In this arrangement, any propionaldehyde formed is immediately removed from the reactor, thus it does not get over-oxidized to propionic acid. Reactions Propionaldehyde exhibits the reactions characteristic of alkyl aldehydes, e.g. ...
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1-Propanol
Propan-1-ol (also propanol, n-propyl alcohol) is a primary alcohol with the formula and sometimes represented as PrOH or ''n''-PrOH. It is a colorless liquid and an isomer of 2-propanol. It is formed naturally in small amounts during many fermentation processes and used as a solvent in the pharmaceutical industry, mainly for resins and cellulose esters, and, sometimes, as a disinfecting agent. Chemical properties Propan-1-ol shows the normal reactions of a primary alcohol. Thus it can be converted to alkyl halides; for example red phosphorus and iodine produce n-propyl iodide in 80% yield, while with catalytic gives n-propyl chloride. Reaction with acetic acid in the presence of an catalyst under Fischer esterification conditions gives propyl acetate, while refluxing propanol overnight with formic acid alone can produce propyl formate in 65% yield. Oxidation of propan-1-ol with and gives a 36% yield of propionaldehyde, and therefore for this type of reaction higher yi ...
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Sodium Propionate
Sodium propanoate or sodium propionate is the sodium salt of propionic acid which has the chemical formula Na( C2 H5 C O O). This white crystalline solid is deliquescent in moist air. Reactions It is produced by the reaction of propionic acid and sodium carbonate or sodium hydroxide. Uses It is used as a food preservative and is represented by the food labeling E number E281 in Europe; it is used primarily as a mold inhibitor in bakery products. It is approved for use as a food additive in the EU, USA and Australia and New ZealandAustralia New Zealand Food Standards Code (where it is listed by its INS number 281). See also * Propionic acid, E 280 * Calcium propionate, E 282 * Potassium propionate Potassium propanoate or potassium propionate has formula K(C2H5COO). Its melting point is 410 °C. It is the potassium salt of propanoic acid. Use It is used as a food preservative and is represented by the food labeling E number E283 in Europe ..., E 283 References External li ...
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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 acids occur widely. Important examples include the amino acids and fatty acids. Deprotonation of a carboxylic acid gives a carboxylate anion. Examples and nomenclature Carboxylic acids are commonly identified by their trivial names. They at oftentimes have the suffix ''-ic acid''. IUPAC-recommended names also exist; in this system, carboxylic acids have an ''-oic acid'' suffix. For example, butyric acid (C3H7CO2H) is butanoic acid by IUPAC guidelines. For nomenclature of complex molecules containing a carboxylic acid, the carboxyl can be considered position one of the parent chain even if there are other substituents, such as 3-chloropropanoic acid. Alternately, it can be named as a "carboxy" or "carboxylic acid" substituent on another ...
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Acetic Acid
Acetic acid , systematically named ethanoic acid , is an acidic, colourless liquid and organic compound with the chemical formula (also written as , , or ). Vinegar is at least 4% acetic acid by volume, making acetic acid the main component of vinegar apart from water and other trace elements. Acetic acid is the second simplest carboxylic acid (after formic acid). It is an important Reagent, chemical reagent and industrial chemical, used primarily in the production of cellulose acetate for photographic film, polyvinyl acetate for wood Adhesive, glue, and synthetic fibres and fabrics. In households, diluted acetic acid is often used in descaling agents. In the food industry, acetic acid is controlled by the E number, food additive code E260 as an acidity regulator and as a condiment. In biochemistry, the acetyl group, derived from acetic acid, is fundamental to all forms of life. When bound to coenzyme A, it is central to the metabolism of carbohydrates and fats. The global ...
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Body Odor
Body odor or body odour (BO) is present in all animals and its intensity can be influenced by many factors (behavioral patterns, survival strategies). Body odor has a strong genetic basis, but can also be strongly influenced by various diseases and physiological conditions. Though body odor has played an important role (and continues to do so in many life forms) in early humankind, it is generally considered to be an unpleasant odor amongst many human cultures. Causes In humans, the formation of body odors is caused by factors such as diet, sex, health, and medication, but the major contribution comes from bacterial activity on skin gland secretions. Humans have three types of sweat glands: eccrine sweat glands, apocrine sweat glands and sebaceous glands. Eccrine sweat glands are present from birth, while the latter two become activated during puberty. Among the different types of human skin glands, body odor is primarily the result of the apocrine sweat glands, which secret ...
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Tartronic Acid
Tartronic acid or 2-hydroxymalonic acid is an organic compound with the structural formula of HOHC(CO2H)2. This dicarboxylic acid is related to malonic acid. Its derivative, 2-methyltartronic acid, is isomalic acid. Uses Tartronic acid is best known as a reactant in the catalytic oxidation with air to form mesoxalic acid Mesoxalic acid, also called oxomalonic acid or ketomalonic acid, is an organic compound with formula C3H2O5 or HO−(C=O)3−OH. Mesoxalic acid is both a dicarboxylic acid and a ketonic acid. It readily loses two protons to yield the divalent a ..., the simplest oxodicarboxylic acid. References * External links * US-Patent 4319045"Process for production of a tartronic acid solution", max 20% Tartronic acid besides other dicarbonic acids* US-Patent 5750037Use of tartronic acid as an oxygen scavengerLiterature overview about synthesis Dicarboxylic acids Alpha hydroxy acids {{organic-compound-stub ...
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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 acids occur widely. Important examples include the amino acids and fatty acids. Deprotonation of a carboxylic acid gives a carboxylate anion. Examples and nomenclature Carboxylic acids are commonly identified by their trivial names. They at oftentimes have the suffix ''-ic acid''. IUPAC-recommended names also exist; in this system, carboxylic acids have an ''-oic acid'' suffix. For example, butyric acid (C3H7CO2H) is butanoic acid by IUPAC guidelines. For nomenclature of complex molecules containing a carboxylic acid, the carboxyl can be considered position one of the parent chain even if there are other substituents, such as 3-chloropropanoic acid. Alternately, it can be named as a "carboxy" or "carboxylic acid" substituent on another ...
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Jean-Baptiste Dumas
Jean Baptiste André Dumas (14 July 180010 April 1884) was a French chemist, best known for his works on organic analysis and synthesis, as well as the determination of atomic weights (relative atomic masses) and molecular weights by measuring vapor densities. He also developed a method for the analysis of nitrogen in compounds. Biography Dumas was born in Alès (Gard), and became an apprentice to an apothecary in his native town. In 1816, he moved to Geneva, where he attended lectures by M. A. Pictet in physics, C. G. de la Rive in chemistry, and A. P. de Candolle in botany, and before he had reached his majority, he was engaged with Pierre Prévost in original work on problems of physiological chemistry and embryology. In 1822, he moved to Paris, acting on the advice of Alexander von Humboldt, where he became professor of chemistry, initially at the Lyceum, later (1835) at the École polytechnique. He was one of the founders of the École centrale des arts et manufactures ...
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