Methyl 4-phenylbutanoate Chemical Properties

Boiling point:

270.46°C (rough estimate)

Density 

1.0292 (rough estimate)

refractive index 

1.5090 (estimate)

FEMA 

2739 | METHYL 4-PHENYLBUTYRATE

storage temp. 

2-8°C

form 

liquid

color 

Colourless

Odor

at 100.00 %. sweet fruit honey floral

Odor Type

fruity

JECFA Number

1464

LogP

2.77

CAS DataBase Reference

2046-17-5

Safety Information

HS Code 

2916399090

Methyl 4-phenylbutanoate Usage And Synthesis

Description

Methyl 4-phenylbutyrate has a powerful, sweet, fruity, floral odor. Below 10 ppm, the flavor is extremely sweet and fruity. May be prepared by direct esterification of γγ-butyric acid.

Chemical Properties

Methyl 4-phenylbutyrate has a powerful, sweet, fruity, floral odor. The flavor becomes extremely sweet and fruity at concentrations below 10 ppm

Uses

Methyl 4-phenylbutanoate finds some use in flavor compositions, mainly as a modifier in Strawberry imitation, where is seems to do a better job, although perhaps not with the same power-as Methyl cinnamate and Methyl-hydrocinnamate. It is also used in trace amounts in Honey imitations and in various fruit complexes.

Definition

ChEBI: Methyl 4-phenylbutanoate is a fatty acid methyl ester.

Preparation

By direct esterification of γ-butyric acid.

Synthesis Reference(s)

Synthetic Communications, 20, p. 3131, 1990 DOI: 10.1080/00397919008051536
Tetrahedron Letters, 30, p. 219, 1989 DOI: 10.1016/S0040-4039(00)95164-5

Synthesis

Methyl 4-phenylbutyrate is synthesized by direct esterification of gamma-Phenylbutyric acid, which may be obtained from Benzoyl propionic acid by Clemmensen type reduction.

Methyl 4-phenylbutanoate(2046-17-5)Related Product Information

• ETHYL 4-PHENYLBUTYRATE
• ETHYL 3-(4-METHOXYBENZOYL)PROPIONATE
• 1,2,3,4-TETRAHYDRO-QUINOLINE-2-CARBOXYLIC ACID ETHYL ESTER
• METHYL 3-BENZOYLPROPIONATE
• METHYL 4-PHENYLBUTYRATE
• 2-PHENYLGLUTARIC ANHYDRIDE
• Ethyl 2-oxo-4-phenylbutyrate
• METHYL 4-(4-AMINOPHENYL)BUTANOATE
• METHYL 4-(4-(BIS(2-HYDROXYETHYL)AMINO)PHENYL)BUTYRATE
• 4-Phenylbutyric acid
• Methyl butyrate
• 3,4-DIHYDRO-1,2-NAPHTHALENEDICARBOXYLIC ANHYDRIDE
• 4-(2,5-DIOXOTETRAHYDROFURAN-3-YL)-1,2,3,4-TETRAHYDRONAPHTHALENE-1,2-DICARBOXYLIC ANHYDRIDE
• 4-(4-CHLORO-PHENYL)-4-OXO-BUTYRIC ACID ETHYL ESTER
• DIETHYL 2-PHENYL-1,1-CYCLOPROPANEDICARBOXYLATE
• ETHYL TRANS-2-PHENYLCYCLOPROPANECARBOXYLATE
• DIETHYL 2-(PHENYLETHYL)MALONOATE
• METHYL O-METHYLPODOCARPATE