7266. α-Phenylacetamide

Nomenclature

CAS number: 103-81-1
Benzeneacetamide; α-toluamide.
C8H9NO; mol wt 135.16.
C 71.09%, H 6.71%, N 10.36%, O 11.84%.

Description and references

The amide of phenylacetic acid, not to be confused with N-phenylacetamide which is acetanilide. Prepd by Willgerodt reaction from acetophenone or from styrene. Review and lab procedures: Carmack, Spielman in Org. React. II (New York, 1946) p 83. Has also been prepd by heating the ammonium salt of phenylacetic acid: Menschutkin, Ber. 31, 1429 (1898). Lab procedure from benzyl cyanide: Wenner, Org. Synth. coll. vol. IV, 760 (1963).

Chemical structure

Properties

Bimorphous plates, leaflets. mp 155°. Distils in vacuo. Freely sol in alc. Slightly sol in water, ether, benzene.

Use

In manuf of penicillin G.