Ethyl cinnamate

• Ethyl cinnamate
• Ethyl- 3- phenylprop -2 -enoate (IUPAC)

Yellow orange liquid

Liquid

1.05 g · cm -3 ( 20 ° C)

6-8 ° C

• 271 ° C
• 132-134 ° C ( 13 hPa)

Insoluble in water

1,558

4000 mg · kg -1 ( LD50, rat, oral)

Template: Infobox chemical / molecular formula search available

Cinnamic acid ethyl ester is an orange liquid, is one of the aromatic compounds and is an unsaturated carboxylic acid ester having a trans -substituted carbon-carbon double bond in the side chain. The isomeric cis- ethyl cinnamate has little meaning. The information in this article applies only to the trans - cinnamic acid ethyl ester.

Occurrence

Cinnamate occurs as a flavoring in wine.

Representation

Cinnamic acid ethyl ester may be obtained by the esterification of cinnamic acid with ethanol in the presence of sulfuric acid or hydrochloric acid.

Another route is the reaction of cinnamic acid with thionyl chloride (this occurs intermediate cinnamic acid ) and ethanol were prepared.

It is also possible to prepare cinnamic acid ethyl ester by a Claisen condensation of benzaldehyde and ethyl acetate.

Reactions

With hydrazine hydrate cinnamate reacts to Zimtsäurehydrazid. This makes with nitrous acid 1-nitroso -5-phenyl -3-pyrazolidone with a ring closure reaction.