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Heptanoic acid

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Title: Heptanoic acid  
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Subject: Fatty acids, Stearyl heptanoate, Ethyl heptanoate, Elaidic acid, Lignoceric acid
Collection: Alkanoic Acids, Carboxylic Acids, Fatty Acids
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Heptanoic acid

Heptanoic acid[1]
Heptanoic acid
Names
IUPAC name
Heptanoic acid
Other names
Enanthic acid; Oenanthic acid; n-Heptylic acid; n-Heptoic acid
Identifiers
 YesY
ChEBI  YesY
ChEMBL  YesY
ChemSpider  YesY
DrugBank  YesY
Jmol-3D images Image
KEGG  YesY
PubChem
UNII  YesY
Properties
C7H14O2
Molar mass 130.19 g·mol−1
Appearance Oily liquid
Density 0.9181 g/cm3 (20 °C)
Melting point −7.5 °C (18.5 °F; 265.7 K)
Boiling point 223 °C (433 °F; 496 K)
0.2419 g/100 mL (15 °C)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
 YesY  (: YesY/N?)

Heptanoic acid, also called enanthic acid, is an carboxylic acid. It is an oily liquid with an unpleasant, rancid odor.[1] It contributes to the odor of some rancid oils. It is slightly soluble in water, but very soluble in ethanol and ether.

Production and uses

The methyl ester of ricinoleic acid, obtained from castor bean oil is the main commercial precursor to heptanoic acid. It is pyrolyzed to the methyl ester of undecenoic acid and heptanal, which is then air oxidized to the carboxylic acid. Approximately 20,000 tons were consumed in Europe and US in 1980.[2]

Ricinoleic acid is the main precursor to heptanoic acid.

Heptanoic acid is used in the preparation of esters, such as ethyl heptanoate, which are used in fragrances and as artificial flavors.

Heptanoic acid is used to esterify steroids in the preparation of drugs such as testosterone enanthate, trenbolone enanthate, drostanolone enanthate and methenolone enanthate (Primobolan). It is also one of many additives in cigarettes.

References

  1. ^ a b
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