ETHYL 3-PHENYLGLYCIDATE

Chemical properties

pale yellow liquid

Chemical properties

Ethyl 3-Phenylglycidate is a colorless liquid with a strawberry-like odor.
It is prepared by treating ethyl cinnamatewith peracetic acid or by condensation of benzaldehyde with ethyl chloroacetate (in the aforementioned Darzens reaction, R == H).Theglycidate is used as a long-lasting fragrancematerial for creating harmonic, fruity notes in household and fine fragrances.

Chemical properties

Ethyl 3-phenylglycidate has a strong, fruity odor suggestive of strawberry with a corresponding sweet flavor.

Occurrence

Apparently has not been reported to occur in nature.

The Uses of ETHYL 3-PHENYLGLYCIDATE

Ethyl 3-Phenyloxirane-2-carboxylate is used in preparation method of early-strength viscosity-breaking Polycarboxylate water reducer containing three viscosity-breaking group and used as concrete additive.

Preparation

Usually prepared by the reaction of benzaldehyde and the ethyl ester of monochloracetic acid in the presence of an alkaline condensing agent; by reacting the silver salt of phenyl glycidic acid with ethyl iodide.

Definition

ChEBI: Ethyl phenylglycidate is an epoxide and a carboxylic acid.

Aroma threshold values

Detection: 8.5 ppm

Taste threshold values

Taste characteristics at 30 ppm: sweet, fruity and berry with dried fruit and floral nuance.

Synthesis Reference(s)

Synthetic Communications, 12, p. 355, 1982 DOI: 10.1080/00397918209408010

General Description

Clear pale yellow or yellow liquid.

Air & Water Reactions

Slightly water soluble.

Reactivity Profile

Epoxides are highly reactive. They polymerize in the presence of catalysts or when heated. These polymerization reactions can be violent. Compounds in this group react with acids, bases, and oxidizing and reducing agents. They react, possibly violently with water in the presence of acid and other catalysts.

Fire Hazard

ETHYL 3-PHENYLGLYCIDATE is probably combustible.

Flammability and Explosibility

Non flammable

Safety Profile

Moderately toxic by ingestion. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes. See also ESTERS.