Styralyl acetate

Description

α-Methylbenzyl acetate has an intensive green odor suggestive of gardenia with a bitter, acrid taste, interesting on dilution. May be prepared by acetylation of methyl phenyl carbinol; from benzaldehyde by reacting with magnesium methyl bromide and subsequent acetylation; from 1-bromoethylbenzene and silver acetate in acetic acid.

Chemical properties

CLEAR COLOURLESS TO PALE YELLOWISH LIQUID

Chemical properties

α-Methylbenzyl acetate has an intensive green odor suggestive of gardenia and a bitter, acrid taste, interesting on dilution.

Occurrence

Reported found in gardenia flower oil and avocado.

The Uses of Styralyl acetate

Styralyl Acetate is a freshening compound with Alkoxylated Phenols.

Preparation

By acetylation of methyl phenyl carbinol; from benzaldehyde by reacting with magnesium methyl bromide and subse quent acetylation; from 1-bromoethylbenzene and silver acetate in acetic acid.

Definition

ChEBI: 1-Phenylethyl acetate is a carboxylic ester. It is functionally related to a benzyl alcohol.

Taste threshold values

Taste characteristics at 12.0 ppm: fruity, berry, green, seedy and slightly nutty.

Synthesis Reference(s)

Journal of the American Chemical Society, 88, p. 1833, 1966 DOI: 10.1021/ja00960a057
Synthetic Communications, 8, p. 33, 1978 DOI: 10.1080/00397917808062180

Flammability and Explosibility

Non flammable

Metabolism

Although no published data exist on the metabolism of methylphenylcarbinyl acetate, it is likely that hydrolysis to the carbinol and acetic acid is the initial step. Williams (1959) reports studies in which 50% of a dose of (±)-methylphenylcarbinol given to rabbits was excreted as the glucuronide in the urine within 24 hr. There was some evidence of oxidation and demethylation, as mandelic and hippuric acids were found in the urine. Previously, El Masry, Smith