General Description
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.
Reactivity Profile
CAPROIC ACID(142-62-1) is a carboxylic acid. Carboxylic acids donate hydrogen ions if a base is present to accept them. They 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 carboxylic 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. Carboxylic 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 CAPROIC ACID(142-62-1) to corrode or dissolve iron, steel, and aluminum parts and containers. Carboxylic 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. Carboxylic 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 bicarbonates generates 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. .
Air & Water Reactions
Slightly water soluble.
Hazard
Strong irritant to tissue.
Health Hazard
Harmful if swallowed, inhaled, or absorbed through skin. Material is extremely destructive to tissue of mucous membranes and upper respiratory tract, eyes and skin. Inhalation may be fatal as a result of spasm, inflammation and edema of the larynx and bronchia, chemical pneumonitis and pulmonary edema. Symptoms of exposure may include burning sensation, coughing, wheezing, laryngitis, shortness of breath, headache, nausea and vomiting.
Fire Hazard
Special Hazards of Combustion Products: Irritating vapor may be generated.
Description
Hexanoic acid (also known as Caproci acid), is the carboxylic acid derived from hexane with the general formula C5H11COOH. It is a colorless oily liquid with an odor that is fatty, cheesy, waxy, and like that of goats or other barnyard animals. It 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 hexanoic acid is in the manufacture of its esters for artificial flavors, and in the manufacture 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.
Chemical Properties
colourless liquid
Chemical Properties
Hexanoic acid has a sickening, sweaty, rancid, sour, sharp, pungent, cheesy, fatty, unpleasant odor reminiscent of copra
oil. It exhibits an acrid taste
Chemical Properties
Hexanoic 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.
Physical properties
Hexanoic acid is oily, colorless or slightly yellow, and liquid at room temperature. Odor is that of Limburger cheese. Soluble in alcohol and ether; slightly soluble in water. It is derived from the crude fermentation of butyric acid; or by fractional distillation of natural fatty acids.
Occurrence
A secondary product of butyric fermentation; reported found in the essential oils of lavender, camphor, palmarosa, lemongrass and Juniperus phoenicea; in a few fruital aromas: apple, currant and strawberry; also identified among the constituents of petitgrain lime oil. Also reported found in apple, lemon and orange juice, berries, guava, raisin, papaya, peach, pineapple,
cooked potato, pepper, breads, cheeses, butter, milk, fish, meats, hop oil, beer, whiskies, rum, brandy, grape wines, coffee, cocoa,
tea, filberts, pecans, peanut oil, coconut meat and oil, soybeans, passion fruit, beans, mushrooms, rice, licorice, corn oil, malt, loquat,
sherry, clams, mussels, scallops and other sources
Uses
CAPROIC ACID is oily, colorless or slightly yellow, and liquid at room temperature. Odor is that of Limburger cheese. 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.
Uses
Intermediates of Liquid Crystals
Uses
manufacture of esters for artificial flavors, and of hexyl derivatives, especially hexylphenols, hexylresorcinol, etc.
Definition
An oily carboxylic
acid found (as glycerides) in cow’s
milk and some vegetable oils.
Definition
ChEBI: A C6, straight-chain saturated fatty acid.
Preparation
By fractionation of the volatile fatty acids of coconut oil
Aroma threshold values
Detection: 93 ppb to 10 ppm
Synthesis Reference(s)
Journal of the American Chemical Society, 99, p. 3184, 1977
DOI: 10.1021/ja00451a064The Journal of Organic Chemistry, 57, p. 6173, 1992
DOI: 10.1021/jo00049a024Tetrahedron Letters, 11, p. 2679, 1970
Flammability and Explosibility
Nonflammable(100%)
Purification Methods
Dry the acid with MgSO4 and fractionally distil it from CaSO4. [Beilstein 2 IV 917.]
References
https://pubchem.ncbi.nlm.nih.gov/compound/hexanoic_acid#section=Toxicological-Information
https://en.wikipedia.org/wiki/Hexanoic_acid