Caprylic acid

Caprylic acid (from Latin capra 'goat'), also known under the systematic name octanoic acid or C8 Acid, is a saturated fatty acid, medium-chain fatty acid (MCFA). It has the structural formula H3C−(CH2)6COOH, and is a colorless oily liquid that is minimally soluble in water with a slightly unpleasant rancid-like smell and taste. Salts and esters of octanoic acid are known as octanoates or caprylates. It is a common industrial chemical, which is produced by oxidation of the C8 aldehyde. Its compounds are found naturally in the milk of various mammals and as a minor constituent of coconut oil and palm kernel oil.

Caprylic acid
Names
Preferred IUPAC name
Octanoic acid
Other names
1-Heptanecarboxylic acid
Octylic acid
Octoic acid
C8:0 (lipid numbers)
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.004.253
EC Number
  • 204-677-5
KEGG
UNII
  • 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
  • CCCCCCCC(=O)O
Properties
C8H16O2
Molar mass 144.214 g/mol
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)
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 (pKa)
  • 4.89
  • 1.055 (2.06–2.63 K)
  • 1.53 (−191 °C)
−101.60·10−6 cm3/mol
1.4285
Thermochemistry
297.9 J/K·mol
−636 kJ/mol
Hazards
GHS labelling:
Danger
H314
P264, P280, P301+P330+P331, P303+P361+P353, P304+P340+P310, P305+P351+P338+P310, P363, P405, P501
NFPA 704 (fire diamond)
Flash point 130 °C (266 °F; 403 K)
440 °C (824 °F; 713 K)
Lethal dose or concentration (LD, LC):
10.08 g/kg (orally in rats)
Related compounds
Related compounds
Heptanoic acid, nonanoic acid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references

Two other acids are named after goats via the Latin word capra: caproic acid (C6) and capric acid (C10). Together, these three fatty acids comprise 15% of the fatty acids in goat milk fat.

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