52267-42-2

Basic information

• Product Name: Propanedioic acid, (4-methoxyphenyl)methyl methyl ester
• CAS NO: 52267-42-2
• Molecular Formula: C12H14O5
• Molecular Weight: 238.24
• Mol File: 52267-42-2.mol

Chemical Properties

• CAS DataBase Reference: Propanedioic acid, (4-methoxyphenyl)methyl methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Propanedioic acid, (4-methoxyphenyl)methyl methyl ester(52267-42-2)
• EPA Substance Registry System: Propanedioic acid, (4-methoxyphenyl)methyl methyl ester(52267-42-2)

Safety Data

• Hazardous Substances Data: 52267-42-2(Hazardous Substances Data)

Upstream product

• 105-13-5 4-Methoxybenzyl alcohol 
• 67-56-1 methanol 
• 98044-10-1 mono-p-methoxybenzyl malonate 

Relevant articles and documents

Acylation through ketene intermediates

Carboxylic acids possessing a strong electron-withdrawing group in the α-position undergo facile dehydration upon reaction with carbodiimides to form the corresponding substituted ketenes that can react in situ with alcohols providing esters in a high yield. The ketene formed by the treatment of ethyl 2-methylmalonate with DCC was trapped in situ by a [4+2] cycloaddition with a second DCC molecule. The chemoselectivity of the acylation through the ketene intermediates was found to be substantially different from that of conventional acylation reagents showing a very low sensitivity toward the steric bulk of alcohols. A comparison of the sensitivity of the acylation to the steric bulk of alcohols supports the presence of a pseudopericyclic pathway for the nucleophilic addition of alcohols to ketenes derived from ethyl malonic and diethylphosphonoacetic acid.