34298-89-0

Basic information

• Product Name: 2-Propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, methyl ester, (Z)-
• Synonyms: MFA;methyl ferulate;methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enonate;methyl ester of 4-hydroxy-3-methoxycinnamic acid;3-(4-hydroxy-3-methoxyphenyl)-2-propenoic acid methyl ester;methyl 3-(3-methoxy-4-hydroxyphenyl)propenoate
• CAS NO: 34298-89-0
• Molecular Formula: C11H12O4
• Molecular Weight: 208.214
• Mol File: 34298-89-0.mol
• Article Data: 42

Chemical Properties

• CAS DataBase Reference: 2-Propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, methyl ester, (Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, methyl ester, (Z)-(34298-89-0)
• EPA Substance Registry System: 2-Propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, methyl ester, (Z)-(34298-89-0)

Safety Data

• Hazardous Substances Data: 34298-89-0(Hazardous Substances Data)

Upstream product

• 16695-14-0 Malonic acid monomethyl ester 
• 121-33-5 vanillin 
• 1135-24-6 3-(4-hydroxy-3-methoxyphenyl)acrylic acid 
• 75-36-5 acetyl chloride 
• 67-56-1 methanol 
• 1135-24-6 (E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid 
• 2309-07-1 Methyl ferulate 
• 115375-24-1 (E)-3-(4-(allyloxy)-3-methoxyphenyl)acrylic acid 
• 1235513-37-7 (3,6-di-O-Z-feruloyl)-β-D-fructofuranosyl-(1->2)-(6'-O-acetyl)-α-D-glucopyranoside 
• 1235513-34-4 (3,6-di-O-Z-feruloyl)-β-D-fructofuranosyl-(1->2)-α-D-glucopyranoside 
• 7368-78-7 4-bromoguaiacol 
• 292638-85-8 acrylic acid methyl ester 
• 149-73-5 trimethyl orthoformate 
• 124-41-4 sodium methylate 

Downstream Products

• 458-35-5 coniferol 
• 3843-74-1 methyl 3,4-dihydroxycinnamate 
• 2309-08-2 4-acetoxy-3-methoxy-cinnamic acid methyl ester 
• 4657-33-4 4-hydroxy-3-methoxy butyl cinnamate 
• 1316855-23-8 methyl (E)-3-[2-(4-hydroxy-3,5-dimethoxyphenyl)-7-methoxy-3-methoxycarbonyl-2,3-dihydro-1-benzofuran-5-yl]propen-2-enoate 
• 1316855-25-0 C₂₄H₂₈O₁₀ 
• 10240-21-8 methyl 4-ethoxy-3-methoxycinnamate 

Relevant articles and documents

A Thorough Study on the Photoisomerization of Ferulic Acid Derivatives

A thorough study on the (E) to (Z) photoisomerization of ferulic acid derivatives (esters, amides of all types, and ketones) was carried out. At the photostationary state, only aliphatic or benzylic tertiary amides reach a nearly complete conversion of (E) isomers into the (Z) ones, whereas for esters, primary and secondary amides or aromatic tertiary amides mixtures of (Z)/(E) ranging from 7 : 93 to 72 : 28 are observed. Ketones show rather limited photoisomerization. However, (Z) ketones may be obtained by the reaction of organometal compounds with an isomerized (Z) Weinreb amide.

Carboxylic Acid Reductase Can Catalyze Ester Synthesis in Aqueous Environments

Most of the well-known enzymes catalyzing esterification require the minimization of water or activated substrates for activity. This work reports a new reaction catalyzed by carboxylic acid reductase (CAR), an enzyme known to transform a broad spectrum of carboxylic acids into aldehydes, with the use of ATP, Mg2+, and NADPH as co-substrates. When NADPH was replaced by a nucleophilic alcohol, CAR from Mycobacterium marinum can catalyze esterification under aqueous conditions at room temperature. Addition of imidazole, especially at pH 10.0, significantly enhanced ester production. In comparison to other esterification enzymes such as acyltransferase and lipase, CAR gave higher esterification yields in direct esterification under aqueous conditions. The scalability of CAR catalyzed esterification was demonstrated for the synthesis of cinoxate, an active ingredient in sunscreen. The CAR esterification offers a new method for green esterification under high water content conditions.

METHOD FOR PRODUCING CINNAMIC ACID ESTER COMPOUND

A method for producing a cinnamic acid ester derivative includes reacting a cinnamic acid derivative compound represented by the formula (1), wherein the symbols are as defined in the description, with an alcohol compound represented by the formula: R6OH, wherein the symbol is as defined in the description, in the presence of a strong acid resin catalyst without using a solvent. As the cinnamic acid derivative compound, cinnamic acid, ferulic acid, and caffeic acid are preferred, and as the alcohol compound, methanol, ethanol, propanol, butanol, pentanol, hexanol, ethylene glycol, glycerol, phenethyl alcohol, and a monosaccharide are preferred.