15656-92-5

Basic information

• Product Name: ethenyl 2-hydroxybenzoate
• CAS NO: 15656-92-5
• Molecular Formula: C₉H₈O₃
• Molecular Weight: 164.158
• Mol File: 15656-92-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 274.1°C at 760 mmHg
• Flash Point: 118.4°C
• Density: 1.195g/cm³
• Vapor Pressure: 0.00328mmHg at 25°C
• Refractive Index: 1.557
• CAS DataBase Reference: ethenyl 2-hydroxybenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethenyl 2-hydroxybenzoate(15656-92-5)
• EPA Substance Registry System: ethenyl 2-hydroxybenzoate(15656-92-5)

Safety Data

• Hazardous Substances Data: 15656-92-5(Hazardous Substances Data)

Upstream product

• 108-05-4 vinyl acetate 
• 69-72-7 salicylic acid 
• 39033-93-7 vinyl 2-acetoxybenzoate 
• 50-78-2 aspirin 

Downstream Products

• 1456513-35-1 methyl 6-O-salicyloyl-α-D-glucopyranoside 

Relevant articles and documents

Chemo-enzymatic synthesis of vinyl and L-ascorbyl phenolates and their inhibitory effects on advanced glycation end products

This study successfully established the feasibility of a two-step chemo-enzymatic synthesis of L-ascorbyl phenolates. Intermediate vinyl phenolates were first chemically produced and then underwent trans-esterification with L-ascorbic acid in the presence of Novozyme 435 (Candida Antarctica lipase B) as a catalyst. Twenty vinyl phenolates and 11 ascorbyl phenolates were subjected to in vitro bioassays to investigate their inhibitory activity against advanced glycation end products (AGEs). Among them, vinyl 4-hydroxycinnamate (17VP), vinyl 4-hydroxy-3-methoxycinnamate (18VP), vinyl 4-hydroxy-3,5-dimethoxycinnamate (20VP), ascorbyl 4-hydroxy-3-methoxycinnamate (18AP) and ascorbyl 3,4-dimethoxycinnamate (19AP) showed 2–10 times stronger inhibitory activities than positive control (aminoguanidine and its precursors). These results indicated that chemo-enzymatically synthesized compounds have AGE inhibitory effect and thus are effective in either preventing or retarding glycation protein formation.

Donor specificity and regioselectivity in Lipolase mediated acylations of methyl α-d-glucopyranoside by vinyl esters of phenolic acids and their analogues

Methyl α-d-glucopyranoside as a model acceptor was acylated by several phenolic and non-phenolic vinyl esters using immobilised Lipolase. Donor specificity and regioselectivity of reaction were investigated. Conversion and rate of acylation by structurally varied donors indicates that the synthetic reactivity of Lipolase corresponds to the hydrolytic activity of feruloyl esterase type A. Lipolase exhibited remarkable regioselectivity for primary position of methyl α-d-glucopyranoside. The acylation occurred exclusively at 6-O primary position when vinyl esters of phenolic acids (hydroxybenzoates, hydroxyphenylalkanoates and hydroxycinnamates) served as acyl donors (5-77%). In addition to the major 6-O-acyl products (52-79%), 2,6-di-O-acylated derivatives were isolated from reaction mixtures (2-13%) when non-phenolic donors were used (vinyl esters of fully methoxylated derivatives of phenolic acids, along with vinyl benzoates, cinnamates or some heterocyclic analogues).