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Methyl 4-hydroxycinnamate

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Methyl 4-hydroxycinnamate Basic information

Product Name:
Methyl 4-hydroxycinnamate
Synonyms:
  • METHYL 3-(4-HYDROXYPHENYL)ACRYLATE
  • METHYL P-HYDROXYCINNAMATE
  • METHYL 4-COUMARATE
  • 3-(4-hydroxyphenyl)prop-2-enoic acid methyl ester
  • methyl (2Z)-3-(4-hydroxyphenyl)acrylate
  • methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
  • Methyl 4-hydroxycinnamate, >=98.5%
  • (E)-3-(4-hydroxyphenyl)-2-methyl-2-propenoate
CAS:
3943-97-3
MF:
C10H10O3
MW:
178.18
EINECS:
223-531-1
Product Categories:
  • Aromatic Esters
  • Aromatic Cinnamic Acids, Esters and Derivatives
  • Inhibitors
Mol File:
3943-97-3.mol
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Methyl 4-hydroxycinnamate Chemical Properties

Melting point:
144-145°
Boiling point:
306.6±17.0 °C(Predicted)
Density 
1?+-.0.06 g/cm3(Predicted)
vapor pressure 
0.056Pa at 25℃
storage temp. 
Inert atmosphere,Room Temperature
pka
8.82±0.13(Predicted)
form 
crystals
color 
White
Water Solubility 
5.332g/L at 25℃
LogP
1.88 at 25℃
CAS DataBase Reference
3943-97-3(CAS DataBase Reference)
NIST Chemistry Reference
2-Propenoic acid, 3-(4-hydroxyphenyl)-, methyl ester(3943-97-3)
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Safety Information

HazardClass 
IRRITANT
HS Code 
2916399090
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Methyl 4-hydroxycinnamate Usage And Synthesis

Description

Methyl 4-hydroxycinnamate is an atifungal agent and a cinnamic acid derivative used in structure-antifungal activity relationship studies against Aspergillus flavus, Aspergillus terreus, and Aspergillus niger.

Occurrence

Methyl 4-hydroxycinnamate isolated from the herbs of Piper longum, Alpinia blepharocalyx, and Grevillea robusta.

Uses

3-(4-Hydroxyphenyl)-2-propenoic Acid Methyl Ester is used in the synthesis of AB3 and constitutional isomeric AB2 phenylpropyl ether-based supramolecular dendrimers. Also used in the synthesis of potent antagonists of leukotrines.

Definition

ChEBI: 4-coumaric acid methyl ester is a cinnamate ester that is the methyl ester of 4-coumaric acid. It has a role as a melanin synthesis inhibitor, a fungal metabolite, an anti-inflammatory agent, an antifungal agent and a plant metabolite. It is a cinnamate ester, a member of phenols and a methyl ester. It derives from a 4-coumaric acid.

Synthesis Reference(s)

Chemical and Pharmaceutical Bulletin, 28, p. 3662, 1980 DOI: 10.1248/cpb.28.3662

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