764. Arachidic Acid

Nomenclature

CAS number: 506-30-9
Eicosanoic acid; arachic acid.
C20H40O2; mol wt 312.53.
C 76.86%, H 12.90%, O 10.24%.

Description and references

Fatty acid found in peanut oil, vegetable and fish oils, etc. Also obtained by hydrogenation of arachidonic acid: Ege et al., J. Am. Chem. Soc. 83, 3080 (1961). Synthesis: Linstead et al., J. Chem. Soc. 1955, 1097. Reviews: A. W. Ralston, Fatty Acids and Their Derivatives (Wiley & Sons, New York, 1948) pp 43-46; K. S. Markley, Fatty Acids Part I (Interscience, New York, 2nd ed., 1960) pp 164-167, 398-400.

Chemical structure

Properties

Crystals from alc, mp 75.5°. bp760 ≈328° with some decompn; bp1.0 205°. d4100 0.8240. nD100 1.4250. Practically insoluble in water; sparingly sol in cold water; freely in hot abs alcohol, benzene, chloroform, ether, petr ether.

Derivative

Methyl ester.
C21H42O2; mol wt 326.56.
C 77.24%, H 12.96%, O 9.80%.

Properties

mp 47°; bp1.0 180°.

Derivative

Ethyl ester.
C22H44O2; mol wt 340.58.
C 77.58%, H 13.02%, O 9.40%.

Properties

mp 41°; bp0.3 177°.