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CAPROIC ACID

CAS NUMBER: 142-62-1

EC NUMBER: 205-550-7

MOLECULAR FORMULA: C6H12O2

MOLECULAR WEIGHT: 116.16

 

Caproic acid is one of the volatile flavor/aroma constituents that has been identified in apple wine, stored nonfat dry milk and parmesan cheese.
Caproic acid, also known as hexanoic acid, is the carboxylic acid derived from hexane with the chemical formula CH3(CH2)4COOH. 

Caproic acid is a colorless oily liquid with an odor that is fatty, cheesy, waxy, and like that of goats or other barnyard animals. 
Caproic acid is a fatty acid found naturally in various animal fats and oils, and is one of the chemicals that gives the decomposing fleshy seed coat of the ginkgo its characteristic unpleasant odor.

Caproic acid is also one of the components of vanilla and cheese. 
The primary use of caproic acid is in the manufacture of its esters for use as artificial flavors, and in the manufacture of hexyl derivatives, such as hexylphenols.

Salts and esters of caproic acid are known as caproates or hexanoates. 
Several progestin medications are caproate esters, such as hydroxyprogesterone caproate and gestonorone caproate.

Two other acids are named after goats: caprylic acid and capric acid. 
Along with caproic acid, they account for 15% of the fat in goat's milk.

Caproic, caprylic, and capric acids (capric is a crystal- or wax-like substance, whereas the other two are mobile liquids) are not only used for the formation of esters, but also commonly used "neat" in: butter, milk, cream, strawberry, bread, beer, nut, and other flavors.
Caproic acid is a C6, straight-chain saturated fatty acid. 

Caproic acid has a role as a human metabolite and a plant metabolite. 
Caproic acid is a straight-chain saturated fatty acid and a medium-chain fatty acid. 

Caproic acid is a conjugate acid of a hexanoate.
Caproic Acid is a saturated medium-chain fatty acid with a 6-carbon backbone. 

Caproic acid is found naturally in various plant and animal fats and oils.
Caproic acid is an emerging platform chemical with diverse applications.

Caproic acid can be used directly as feed additives, antimicrobials and plant growth promoters.
Caproic acid can also be used as a precursor to various commodities including lubricants, fragrances, paint additives and pharmaceuticals. 

Currently, caproic acid is produced from food crops like palm and coconut, with oils containing less than one percent of caproic acid. 
Although the caproic acid produced from food crops is commercially available, the low caproic acid content in these crop oils leads to a high price and a limited market. 

Recently, an industrially applicable caproic acid production process using mixed organic waste as a feedstock was developed and implemented, based on a microbial fermentation process, that is, chain elongation.
A white crystalline solid or colorless to light yellow solution with an unpleasant odor. 

Insoluble to slightly soluble in water and less dense than water. 
Contact may severely irritate skin, eyes and mucous membranes. 

May be toxic by ingestion, inhalation and skin absorption. 
Used to make perfumes.

Caproic acid, also known as hexanoic acid or C6:0, is a medium-chain fatty acid. 
Medium-chain fatty acids are fatty acids with aliphatic tails of 6 to 12 carbons, which can form medium-chain triglycerides. 

Caproic acid is a colourless oily liquid that smells like cheese with an overlying waxy or barnyard odor like that of goats or other barnyard animals. 
Caproic acids name comes from the Latin word capra, meaning "goat". 

Two other fatty acids are named after goats: caprylic acid and capric acid. 
Along with caproic acid, they account for 15% of the fat in goat's milk. Caproic acid is a fatty acid found naturally in various animal fats and oils. 

While generally more abundant in animals, caproic acid is found in all organisms ranging from bacteria to plants to animals. 
Caproic acid is one of the chemicals that gives the decomposing fleshy seed coat of the ginkgo fruit its characteristic unpleasant odor. 

Caproic acid is also one of the components of vanilla and cheese. 
Industrially, the primary use of caproic acid is in the manufacture of its esters for use as artificial flavors and in the manufacture of hexyl derivatives, such as hexylphenols. 

Caproic acid is a carboxylic acid. Carboxylic acids donate hydrogen ions if a base is present to accept them. 
Caproic acids react in this way with all bases, both organic (for example, the amines) and inorganic. 

Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. 
Neutralization between an acid and a base produces water plus a salt. 

Caproic acids with six or fewer carbon atoms are freely or moderately soluble in water; those with more than six carbons are slightly soluble in water. 
Soluble Caproic acid dissociate to an extent in water to yield hydrogen ions. 

The pH of solutions of carboxylic acids is therefore less than 7.0. 
Many insoluble carboxylic acids react rapidly with aqueous solutions containing a chemical base and dissolve as the neutralization generates a soluble salt. 

Caproic acids in aqueous solution and liquid or molten carboxylic acids can react with active metals to form gaseous hydrogen and a metal salt. 
Such reactions occur in principle for solid carboxylic acids as well, but are slow if the solid acid remains dry. 

Even "insoluble" carboxylic acids may absorb enough water from the air and dissolve sufficiently in it to corrode or dissolve iron, steel, and aluminum parts and containers. 
Caproic acids, like other acids, react with cyanide salts to generate gaseous hydrogen cyanide. 

The reaction is slower for dry, solid carboxylic acids. 
Insoluble carboxylic acids react with solutions of cyanides to cause the release of gaseous hydrogen cyanide. 

Flammable and/or toxic gases and heat are generated by the reaction of carboxylic acids with diazo compounds, dithiocarbamates,isocyanates, mercaptans, nitrides, and sulfides.
Caproic acids, especially in aqueous solution, also react with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), to generate flammable and/or toxic gases and heat. 

Their reaction with carbonates and bicarbonatesgenerates a harmless gas (carbon dioxide) but still heat. 
Like other organic compounds, carboxylic acids can be oxidized by strong oxidizing agents and reduced by strong reducing agents. 

These reactions generate heat. 
A wide variety of products is possible. 

Like other acids, carboxylic acids may initiate polymerization reactions; like other acids, they often catalyze(increase the rate of) chemical reactions. 
This compound reacts with bases, oxidizing agents and reducing agents.

The common name for hexanoic acid, a short-chain saturated fatty acid that can be created by the metabolic activity of yeasts. 
Caproic acid is one of three fatty acids named in relation to Capra, the genus of goats; the others are caprylic and capric acids. 

The names are derived from the high amounts of these fatty acids found in goat's milk, which give the milk its characteristic odor and flavor.
Caproic acid gives a normal flavor in goat's milk, but Caproic acid is usually not desirable in beer. 

In beer Caproic acid has a pungent, sweaty, cheesy aroma. 
Caproic acid is excreted by yeast during extended lagering at warm temperatures and high yeast cell counts. 

The condition of the yeast also influences fatty acid excretion and beers fermented warm under pressure show increased concentrations of these fatty acids (and corresponding esters) during lagering. 
Normal amounts of Caproic acid are in the 1-2 ppm range, whereas increased amounts can have negative effects on both foam and taste. 

To avoid these effects, brewers often remove yeast as soon as feasible after fermentation. 
Where time is an issue, a entrifuge is sometimes used between fermentation and lagering tanks, although in this case the process is usually calibrated to leave some yeast behind to assist in maturation.

Caproic acid is a major feature of lambic aromatics and beers intentionally inoculated with Brettanomyces cultures will often show distinctly funky characteristics.
Caproic acid is a fatty acid with the molecular formula C6H12O2 and the alternative name "hexanoic acid." 

Caproic acid is derived from hexane and can appear as either a white solid or a yellowish oily liquid. 
Caproic acid can be extracted from a variety of oils and animal fats.

This acid is slightly soluble in water. 
Because Caproic acid melts at just -3 degrees Celsius, Caproic acid exists as a liquid in most moderate temperatures and boils at over 300 degrees Celsius.

Caproic acid is one of many oleochemicals and ingredients that Acme-Hardesty offers for businesses in the chemical manufacturing industry. 
In industrial environments, caproic acid is most often used as a flavoring agent and a surfactant. 

Caproic acid is a crucial ingredient in many different additives, chemicals and products due to its versatile nature. 
Manufacturers of pharmaceutical products, resins and more can benefit from using caproic acid. 

Caproic acid can be used in labs and chemical manufacturing facilities to develop ingredients and additives for all types of industrial applications. 
Caproic acid may act as a component in many greases, coatings and other similar products because of its oily consistency.

Caproic acid belongs to a kind of saturated medium-chain fatty acid derived from hexane with an unpleasant odor. 
Caproic acid is a colorless oily liquid naturally existing in various plant and animal fats and oils. 

One of Caproic acids major applications is for the manufacturing of its esters for being artificial flavors. 
Caproic acid is also important for the manufacturing of hexyl derivatives such as hexylphenols. Hexanoic acid belongs to medium chain triglycerides (MCT) that are widely used as a nutrition supplement that added to foods, drugs and cosmetics.

Caproic acid, is the carboxylic acid derived from hexane with the general formula C5H11COOH. 
Caproic acid is a colorless oily liquid with an odor. 

Caproic acid is a fatty acid found naturally in various animal fats and oils, and is one of the chemicals that give the decomposing fleshy seed coat of the ginkgo its characteristic unpleasant odor. 
The primary use of Caproic acid is in the manufacture of its esters for artificial flavors, and in the manufacture of hexyl derivatives, such as hexylphenols.

The salts and esters of this acid are known as hexanoates or caproates.
Two other acids are named after goats: caprylic and capric. 

Along with Caproic acid, these total 15% in goat milk fat. 
Caproic acids are not only used for the formation of esters, but also commonly used "neat" in: butter, milk, cream, strawberry, bread, beer, nut, and other flavors.

Caproic acid has an unpleasant odor reminiscent of copra oil and it exhibits an acrid taste. Hexanoic acid may be prepared by fractionation of the volatile fatty acids of coconut oil.
Caproic acid has a sickening, sweaty, rancid, sour, sharp, pungent, cheesy, fatty, unpleasant odor reminiscent of copra oil. 

Caproic acid exhibits an acrid taste.
Caproic acid is oily, colorless or slightly yellow, and liquid at room temperature. 

Soluble in alcohol and ether; slightly soluble in water. Caproic acid is derived from the crude fermentation of butyric acid; or by fractional distillation of natural fatty acids. Used in various flavorings; manufacture of rubber chemicals; varnish dryers; resins; pharmaceuticals.
Caproic acid is used to prepare esters by reacting with alcohols, which finds application in artificial flavors. 

Caproic acid is also involved in the production of hexylphenols, hexanoates and caproates. 
Caproic acid is used as non-viral gene carrier as well as to protect tomato plants from Botrytis cinerea.

A white crystalline solid or colorless to light yellow solution with an unpleasant odor. 
Insoluble to slightly soluble in water and less dense than water. 

Contact may severely irritate skin, eyes and mucous membranes. May be toxic by ingestion, inhalation and skin absorption. Used to make perfumes.
Caproic acid is a carboxylic acid. 

Caproic acids donate hydrogen ions if a base is present to accept them. 
Caproic acids react in this way with all bases, both organic (for example, the amines) and inorganic. 

Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. 
Neutralization between an acid and a base produces water plus a salt. Carboxylic acids with six or fewer carbon atoms are freely or moderately soluble in water; those with more than six carbons are slightly soluble in water. 

Soluble Caproic acid dissociate to an extent in water to yield hydrogen ions. 
The pH of solutions of carboxylic acids is therefore less than 7.0. 

Many insoluble carboxylic acids react rapidly with aqueous solutions containing a chemical base and dissolve as the neutralization generates a soluble salt. 
Caproic acids in aqueous solution and liquid or molten carboxylic acids can react with active metals to form gaseous hydrogen and a metal salt. 

Such reactions occur in principle for solid carboxylic acids as well, but are slow if the solid acid remains dry. 
Even "insoluble" Caproic acids may absorb enough water from the air and dissolve sufficiently in Hexanoic acid to corrode or dissolve iron, steel, and aluminum parts and containers. 

Caproic acids, like other acids, react with cyanide salts to generate gaseous hydrogen cyanide. 
The reaction is slower for dry, solid carboxylic acids. 

Insoluble Caproic acids react with solutions of cyanides to cause the release of gaseous hydrogen cyanide. 
Flammable and/or toxic gases and heat are generated by the reaction of carboxylic acids with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides. 

Caproic acids, especially in aqueous solution, also react with sulfites, nitrites, thiosulfates, dithionites (SO2), to generate flammable and/or toxic gases and heat. 
Their reaction with Caproic acids and bicarbonates generates a harmless gas (carbon dioxide) but still heat. 

Like other organic compounds, Caproic acids can be oxidized by strong oxidizing agents and reduced by strong reducing agents. 
These reactions generate heat. 

Like other acids, Caproic acids may initiate polymerization reactions; like other acids, they often catalyze (increase the rate of) chemical reactions. 
Caproic acid reacts with bases, oxidizing agents and reducing agents.

 


APPLICATIONS:

-To prepare polyethylene glycol derived nanomicelles as a non-viral gene carrier.

-As a starting material to synthesize an amino acid L-norleucine.

-As a reactant to prepare 4-methoxy phenyl hexyl ketone through Friedel−Crafts acylation of anisole using Hβ zeolite-based catalyst.

-As a template in the preparation of highly conducting thin polypyrrole coated alumina composite particles.

 


PROPERTIES:

-Quality Level: 400

-biological source: palm oil

-agency: follows IFRA guidelines, meets purity specifications of JECFA

-vapor pressure: 15 mmHg ( 160 °C)

-assay: ≥99.5%

-bp: 268-270 °C

-mp: 27-32 °C 

-density: 0.893 g/mL at 25 °C 

 


SPECIFICATIONS:

-Boiling point: 206 °C (1013 hPa)

-Density: 0.927 g/cm3

-Flash point: 102 °C

-Ignition temperature: 380 °C

-Melting Point: -3 °C

-pH value: 4 (1 g/l, H₂O, 20 °C)

-Vapor pressure: 0.24 hPa (20 °C)

-Solubility: 9.7 g/l

 


STORAGE:

Separated from strong oxidants, strong bases and food and feedstuffs. 

 


SYNONYM:

n-Hexanoic acid
Capronic acid
n-Caproic acid
Butylacetic acid
Hexoic acid
Pentylformic acid
n-Hexylic acid
n-Hexoic acid
1-Hexanoic acid
Pentiformic acid
1-Pentanecarboxylic acid
Pentanecarboxylic acid
Hexacid 698
Hexylic acid
Kyselina kapronova
NSC 8266
UNII-1F8SN134MX
MFCD00004421
NCIOpen2_005355
hexanoic acid (caproic acid)
CHEMBL14184
CH3-[CH2]4-COOH
1F8SN134MX

 

 

 

 

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