Hexanoic acid

Hexanoic acid
Identifiers
CAS number 142-62-1 Y
PubChem 8892
ChemSpider 8552 Y
UNII 1F8SN134MX Y
KEGG C01585 Y
ChEBI CHEBI:30776 Y
ChEMBL CHEMBL14184 Y
Jmol-3D images Image 1
Properties
Molecular formula C6H12O2
Molar mass 116.16 g mol−1
Appearance Oily liquid[1]
Density 0.93 g/cm3[2]
Melting point

−3.4 °C, 270 K, 26 °F ([1])

Boiling point

205 °C, 478 K, 401 °F ([1])

Solubility in water 1.082 g/100 g[1]
Acidity (pKa) 4.88
Hazards
Flash point 103 °C (217 °F)[2]
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Hexanoic acid (caproic 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[1] 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.[3] 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.[1]

The salts and esters of this acid are known as hexanoates or caproates.

Two other acids are named after goats: caprylic (C8) and capric (C10). Along with hexanoic acid, these total 15% in goat milk fat.

Caproic, caprylic, and capric acids (capric is a crystal- or wax-like substance, whereas the other 2 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.

References

  1. ^ a b c d e f The Merck Index: An Encyclopedia of Chemicals, Drugs, and Biologicals (11th ed.), Merck, 1989, ISBN 091191028X 
  2. ^ a b Record in the GESTIS Substance Database from the IFA
  3. ^ Ginkgo.html