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Methyl 4-hydroxycinnamate

Methyl 4-hydroxycinnamate Structure
CAS No.
3943-97-3
Chemical Name:
Methyl 4-hydroxycinnamate
Synonyms
METHYL COUMARATE;METHYL 4-COUMARATE;Methyl p-coumarate;TIMTEC-BB SBB002393;METHYLPARA-COUMARATE;p-Coumaric acid methyl;4-coumaricacidmethylester;METHYL P-HYDROXYCINNAMATE;Methyl 4-hydroxycinnamate;P-Hydroxyl methyl cinnamate
CBNumber:
CB3468814
Molecular Formula:
C10H10O3
Molecular Weight:
178.18
MOL File:
3943-97-3.mol
MSDS File:
SDS
Modify Date:
2024/4/26 17:21:34

Methyl 4-hydroxycinnamate 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)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319
Precautionary statements  P261-P302+P352-P305+P351+P338
HazardClass  IRRITANT
HS Code  2916399090

Methyl 4-hydroxycinnamate Chemical Properties,Uses,Production

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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Methyl 4-hydroxycinnamate Spectrum

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% methyl (E)-3-(4-hydroxyphenyl)acrylate TIMTEC-BB SBB002393 2-Propenoic acid, 3-(4-hydroxyphenyl)-, methyl ester 4-coumaricacidmethylester Cinnamic acid, p-hydroxy-, methyl ester Methyl (2E)-3-(4-hydroxyphenyl)-2-propenoate Methyl ester of p-Hydroxycinnamic acid Methyl p-coumarate p-Coumaric acid methyl ester METHYLPARA-COUMARATE METHYL COUMARATE P-Hydroxyl methyl cinnamate 3-(4-Hydroxyphenyl)acrylic acid methyl ester 3-(4-Hydroxyphenyl)propenoic acid methyl ester 4-Hydroxybenzeneacrylic acid methyl 4-Hydroxybenzeneacrylic acid methyl ester p-Coumaric acid methyl 4-HYDROXYCINNAMIC ACID METHYL ESTER Methyl 4-hydroxycinnamate methyl 3-(4-hydroxyphenyl)acrylate (en) Methyl 3-(4-hydroxyphenyl)prop-2-enoate Methyl 3-(4-hydroxyphenyl)prop-2-enoate, Methyl 3-(4-hydroxyphenyl)acrylate, 4-(3-Methoxy-3-oxoprop-1-en-1-yl)phenol 3-(4-Hydroxyphenyl)-2-propenoic Acid Methyl Ester (E)-3-(4-hydroxyphenyl)acrylic acid methyl ester (E)-3-(4-hydroxyphenyl)prop-2-enoic acid methyl ester 2-Propenoic acid, 3-(4-hydroxyphenyl)-, methyl ester (9CI) (E)-3-(4-hydroxyphenyl)-2-methyl-2-propenoate Methyl 4-hydroxycinnamate(b) 3943-97-3 Aromatic Esters Aromatic Cinnamic Acids, Esters and Derivatives Inhibitors