4660. Heptanoic Acid

Nomenclature

CAS number: 111-14-8
Enanthic acid; oenanthic acid; oenanthylic acid; n-heptoic acid; n-heptylic acid.
C7H14O2; mol wt 130.18.
C 64.58%, H 10.84%, O 24.58%.

Description and references

Found in the various fusel oils in appreciable amounts. Has been observed in rancid oils. Prepd by the oxidation of heptaldehyde with potassium permanganate in dil sulfuric acid: Ruhoff, Org. Synth. coll. vol. II, 315 (1943). Toxicity study: L. Or, A. Wretlind, Acta Pharmacol. Toxicol. 18, 141 (1961).

Chemical structure

Properties

Oily liquid. Disagreeable, rancid odor. Faint, tallow-like odor when spectroscopically pure. d40 0.9345; d415 0.9222; d420 0.9181; d430 0.9099. mp 7.5°. bp760 223.01°, also reported as 221.9°; bp256 187.5°; bp64 150.8°. Specific heat 0.54 cal/g. Heat of combustion 986.1 cal/g (20°). nD20 1.42162. Viscosity 3.40 cP at 30°; 0.82 cP at 120°. Interfacial tension against water: 7.0 dynes/cm. pka (25°): 4.4. Soly in water (15°): 0.2419 g/100 ml H2O. Sol in ethanol, ether, DMF, DMSO. LD50 i.v. in mice: 1200±56 mg/kg (Or, Wretlind).

Derivative

Methyl ester.

Nomenclature

CAS number: 106-73-0
C8H16O2; mol wt 144.21.
C 66.63%, H 11.18%, O 22.19%.

Properties

Liquid, d420 0.8815; mp 55.8°; bp 173.8°. nD20 1.41152.

Derivative

Ethyl ester see Ethyl Oenanthate.