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HomeProduct name listMethyl 4-phenylbutanoate

Methyl 4-phenylbutanoate

  • CAS NO.:2046-17-5
  • Empirical Formula: C11H14O2
  • Molecular Weight: 178.23
  • MDL number: MFCD00043756
  • EINECS: 218-067-1
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-22 13:59:06
Methyl 4-phenylbutanoate Structural

What is Methyl 4-phenylbutanoate?

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

The Uses of Methyl 4-phenylbutanoate

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.

Preparation

By direct esterification of γ-butyric acid.

Definition

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

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.

Properties of Methyl 4-phenylbutanoate

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
color  Colourless
Odor at 100.00 %. sweet fruit honey floral
JECFA Number 1464
CAS DataBase Reference 2046-17-5

Safety information for Methyl 4-phenylbutanoate

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
Precautionary Statement Codes P280:Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for Methyl 4-phenylbutanoate

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