Octanoic acid

Caprylic acid
Names


IUPAC name octanoic acid
Other names C8:0 (Lipid numbers)
Identifiers
CAS Number	124-07-2^Y
3D model (Jmol)	Interactive image
ChEBI	CHEBI:28837^Y
ChEMBL	ChEMBL324846^Y
ChemSpider	370^Y
DrugBank	DB04519^Y
ECHA InfoCard	100.004.253
EC Number	204-677-5
IUPHAR/BPS	4585
KEGG	D05220^Y
PubChem	379
UNII	OBL58JN025^Y
InChI InChI=1S/C8H16O2/c1-2-3-4-5-6-7-8(9)10/h2-7H2,1H3,(H,9,10)^Y Key: WWZKQHOCKIZLMA-UHFFFAOYSA-N^Y InChI=1/C8H16O2/c1-2-3-4-5-6-7-8(9)10/h2-7H2,1H3,(H,9,10) Key: WWZKQHOCKIZLMA-UHFFFAOYAH
SMILES CCCCCCCC(=O)O
Properties
Chemical formula	C₈H₁₆O₂
Molar mass	144.21 g·mol⁻¹
Appearance	Oily colorless liquid
Odor	faint, fruity-acid; irritating
Density	0.910 g/cm³
Melting point	16.7 °C (62.1 °F; 289.8 K)
Boiling point	239.7 °C (463.5 °F; 512.8 K)
Solubility in water	0.068 g/100 mL
Solubility	soluble in alcohol, chloroform, ether, CS₂, petroleum ether, acetonitrile
log P	3.05
Vapor pressure	0.25 Pa
Acidity (pK_a)	4.89 1.055 1.53
Magnetic susceptibility (χ)	-101.60·10⁻⁶ cm³/mol
Refractive index (n_D)	1.4285
Thermochemistry
Specific heat capacity (C)	297.9 J/K mol
Std enthalpy of formation (Δ_fH^o₂₉₈)	-636 kJ/mol
Hazards
NFPA 704	0 3 1 COR
Flash point	130 °C (266 °F; 403 K)
Autoignition temperature	440 °C (824 °F; 713 K)
Lethal dose or concentration (LD, LC):
LD₅₀ (median dose)	10.08 g/kg (orally in rats)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y (what is ^YN ?)
Infobox references

1.055
1.53

Caprylic acid is the common name for the eight-carbon saturated fatty acid known by the systematic name octanoic acid. Its compounds are found naturally in the milk of various mammals, and as 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 via the Latin word : caproic acid (C6) and capric acid (C10). Along with caprylic acid (C8) these total 15% in goat milk fat.

Caprylic acid is used commercially in the production of esters used in perfumery and also in the manufacture of dyes.

Caprylic acid 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. It is also used as disinfectant in health care facilities, schools/colleges, animal care/veterinary facilities, industrial facilities, office buildings, recreational facilities, retail and wholesale establishments, livestock premises, restaurants, and hotels/motels. 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.

For ghrelin to have a hunger-stimulating action on a hypothalamus, caprylic acid must be linked to a serine residue at the 3-position of ghrelin. To cause hunger, it must acylate an -OH group. Other fatty acids in the same position have similar effects on hunger.

The acid chloride of caprylic acid is used in the synthesis of perfluorooctanoic acid.

Caprylic acid is taken as a dietary supplement.

Some studies have shown that medium-chain triglycerides (MCTs) can help in the process of excess calorie burning, and thus weight loss; however, a systematic review of the evidence concluded that the overall results are inconclusive. There has also been interest in MCTs from endurance athletes and the bodybuilding community, but MCTs are not beneficial to improved exercise performance.

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Wikipedia