CAS 2596-47-6 2-Propenoic acid, 3-[4-(acetyloxy)-3-methoxyphenyl]- (HCID 5354677)

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Basic information

CAS: 2596-47-6
Standard SMILES: COc1cc(/C=C/C(=O)O)ccc1OC(C)=O
InChIKey: IHKNVZISLLDMOR-GQCTYLIASA-N
Molecular formula: C12H12O5
Average molar mass: 236.22 g/mol
Monoisotopic mass: 236.06847348

Overview

O-acetylferulic acid is a phenyl acetate obtained by the formal condensation of the phenolic group of ferulic acid with acetic acid. It is a member of phenyl acetates, a member of cinnamic acids and a monomethoxybenzene. It is functionally related to a trans-ferulic acid.

Names & identifiers

Preferred name: 2-Propenoic acid, 3-[4-(acetyloxy)-3-methoxyphenyl]-
IUPAC: (E)-3-(4-acetyloxy-3-methoxyphenyl)prop-2-enoic acid
English name: trans-4-Acetoxy-3-methoxycinnamic acid
Molecular formula: C12H12O5
Molecular weight: 236.22

Names & synonyms

4-Acetoxy-3-methoxycinnamic acid2-Propenoic acid, 3-[4-(acetyloxy)-3-methoxyphenyl]-Cinnamic acid, 4-acetoxy-3-methoxy-Cinnamic acid, 4-hydroxy-3-methoxy-, acetateNSC 169572-Propenoic acid, 3-(4-(acetyloxy)-3-methoxyphenyl)-AI3-23455DTXSID6062545RefChem:482046DTXCID3037418636-753-22596-47-6

Show more names

Ferulic Acid Impurity 23Ferulic Acid Impurity 213-Methoxy-4-acetoxy-trans-cinnamic acid2-Propenoic acid, 3-[4-(acetyloxy)-3-methoxyphenyl]-, (2E)-

3-(4-acetoxy-3-methoxyphenyl)acrylic acidAcetylferulic acid3-Methoxy-4-acetoxycinnamic acid34749-55-8MFCD00014378O-acetylferulic acid(E)-3-(4-acetoxy-3-methoxyphenyl)acrylic acidtrans-4-Acetoxy-3-methoxycinnamic acid

Database identifiers

CAS: 2596-47-6、34749-55-8
PubChem CID: 5354677
DTXSID

Properties

Computed structural properties

XLogP: 1.6
Topological polar surface area: 72.8 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 5
Rotatable bonds: 5
Heavy atoms: 17
Formal charge: 0
Complexity: 310

Physicochemical properties

solubility: Dichloromethane; Methanol
form: Solid
color: Off-white

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H302 (90.7%): Harmful if swallowed [Warning Acute toxicity, oral]

P233, P260, P264, P264+P265, P270, P271, P280, P284, P301+P317, P304+P340, P305+P351+P338, P330, P337+P317, P342+P316, P403, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 43 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (90.7%)

Chemistry & industry

Uses & manufacturing

General Manufacturing Information2-Propenoic acid, 3-[4-(acetyloxy)-3-methoxyphenyl]-: INACTIVE

Applications

Usestrans-4-Acetoxy-3-methoxycinnamic Acid is an intermediate in synthesizing 3-O-(E)-Feruloylquinic Acid (F308980), a phenolic acid with potential antioxidant and antifungal activities. Secondary metabolite in the coffee brewing process.