Methyl cinnamate

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

White solid

Fixed

1.09 g · cm -3 ( 20 ° C)

33-38 ° C

260-262 ° C

• Insoluble in water
• Soluble in ethanol, diethyl ether, glycerol

5000 mg · kg -1 ( LD50, Rabbit, transdermal)

Template: Infobox chemical / molecular formula search available

Cinnamic acid methyl ester is a white solid and has an odor of balsam and strawberries. Cinnamic acid methyl ester 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- cinnamic acid methyl ester has little meaning. The information in this article applies only to the trans - cinnamic acid methyl ester.

Occurrence

The nature of the ester is present in various plants, such as strawberries, and various types of basil. The eucalyptus species Eucalyptus Olida has the largest amount of methyl cinnamate.

Representation

Cinnamic acid methyl ester can be obtained by the esterification of cinnamic acid with methanol.

By a Claisen condensation of benzaldehyde and methyl acetate in the presence of sodium cinnamate can be obtained. Another possibility is the synthesis of the Wittig reaction, which is the ester of a phosphonium salt and an addition reaction to benzaldehyde.