Description
Caprylic acid(124-07-2) is the common name for the eight-carbon saturated fatty acid known by the systematic name octanoic acid. It is found naturally in the milk of various mammals, and it is a minor constituent of coconut oil and palm kernel oil. It is an oily liquid that is minimally soluble in water with a slightly unpleasant rancid-like smell and taste.
Two other acids are named after goats: caproic (C6) and capric (C10). Along with caprylic acid these total 15 % in goat milk fat.
Chemical Properties
Octanoic acid(124-07-2) has a mildly unpleasant odor and a burning, rancid taste. Octanoic acid is also reported as having a faint,
fruity–acid odor and slightly sour taste. Caprylic acid is the common name for octanoic acid, CH3(CH2)6COOH, a saturated fatty
acid. As an eight-carbon compound, it is among the fatty acids considered to be of short or medium chain length.
Physical properties
Caprylic acid, CH3(CH2)6COOH, also known as hexylacetic acid,n-octanoic acid, octylie acid, and octic acid, is a colorless, oily liquid having a mildly unpleasant odor and a burning, rancid taste. It is only slightly soluble in water (68 mg per 100 mL at 20°C). It is a natural component of coconut and palm nut oils and butter fat. Caprylic acid has also been identified in trace amounts in beer, brandy distillate, the essential oil of fermented Russian black tea leaves, and raw soybeans.It is used in manufacturing drugs and dyes.
Occurrence
Octanoic acid is found naturally in the milk of various mammals and is a natural component of coconut and palm nut oils and butter fat. Caprylic acid has also been identified in trace amounts in beer, brandy distillate, the essential oil of fermented Russian black tea leaves and raw soybeans. Reported as occurring naturally in the essential oils of Cupressus torulosa, Cryptomeria japonica, Andropogon iwarancusa, Cymbopogon javanensis, camphor, nutmeg, lemongrass, lime, tobacco (flowers), Artemisia herba-alba, chamomile, hops and others; also reported in apple aroma, coconut oil as glyceride, and wine as an ester; it has been identified (free and esterified) among the constituents of petitgrain lemon oil.
Application
Octanoic acid(124-07-2) is widely applied in various fields, It is an antimicrobial pesticide used as a food contact surface sanitizer in commercial food handling establishments on dairy equipment, food processing equipment, breweries, wineries, and beverage processing plants. In addition, caprylic acid is used as an algaecide, bactericide, and fungicide in nurseries, greenhouses, garden centers, and interiorscapes on ornamentals. Products containing caprylic acid are formulated as soluble concentrate/liquids and ready-to-use liquids.
Caprylic acid is also used in the treatment of some bacterial infections. Due to its relatively short chain length it has no difficulty in penetrating fatty cell wall membranes, hence its effectiveness in combating certain lipid-coated bacteria, such as Staphylococcus aureus and various species of Streptococcus.
Octanoic acid is used commercially in the production of esters used in perfumery and also in the manufacture of dyes.
Some studies have shown that Caprylic acid is effective to excess calorie burning taken as a dietary supplement, resulting in weigh loss.
Definition
ChEBI: Octanoic acid(124-07-2) is a straight-chain saturated fatty acid that is heptane in which one of the hydrogens of a terminal methyl group has been replaced by a carboxy group. Octanoic acid is also known as caprylic acid. It has a role as an antibacterial agent, a human metabolite and an Escherichia coli metabolite. It is a straight-chain saturated fatty acid and a medium-chain fatty acid. It is a conjugate acid of an octanoate.
Preparation
Octanoic acid is produced by fermentation and fractional distillation of the volatile fatty acids present in coconut oil.
Aroma threshold values
Detection: 910 ppb to 19 ppm. Aroma characteristics at 1.0%: waxy, dirty, sweaty and cheesy fatty, with
dirty oily and creamy dairy nuances.
Taste threshold values
Taste characteristics at 10 ppm: creamy, waxy, dirty, sweaty, dairy cheeselike.
General Description
Octanoic acid appears as a colorless to light yellow liquid with a mild odor. Burns, but may be difficult to ignite. Corrosive to metals and tissue.
Reactivity Profile
Octanoic acid reacts exothermically to neutralize bases. Can react with active metals to form gaseous hydrogen and a metal salt. May absorb enough water from the air and dissolve sufficiently in it to corrode or dissolve iron, steel, and aluminum parts and containers. Reacts with cyanide salts or solutions of cyanide salts to generate gaseous hydrogen cyanide. Reacts exothermically with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides to generate flammable and/or toxic gases. Reacts with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), to generate flammable and/or toxic gases and heat. Reacts with carbonates and bicarbonates to generate a harmless gas (carbon dioxide) but still heat. Can be oxidized exothermically by strong oxidizing agents and reduced by strong reducing agents. A wide variety of products is possible. May initiate polymerization reactions or catalyze (increase the rate of) reactions among other materials.
Health effects
Taking Octanoic acid supplements is not recommended for people who are pregnant or breastfeeding. Caprylic acid supplements may cause mild stomach or digestive upset. People with frequent stomach problems should consult a healthcare professional before taking caprylic acid supplements.
Flammability and Explosibility
Notclassified
Source
Octanoic acid is widespread in plant oils, free and as glycerides. It is also present in apples, bananas, orange juice and peel, pineapple, cognac, calamus, blue cheeses, cheddar cheese, Swiss cheese, feta cheese, and other cheeses. It is found naturally in various mammals' milk and is a minor constituent of coconut and palm kernel oil. Octanoic acid is found in many foods, including salad, mango, ice cream, and anise.
Solubility in water
Octanoic acid(124-07-2) is an oily liquid with a slightly unpleasant rancid-like smell that is minimally soluble in water. Octanoic acid contains a long alkyl chain which represents its organic part. It will be insoluble in inorganic solvents like water as it is has a long organic part.