Thermolytic reactions of esters. Part IV. The methyl esters of cyanoacetic, acetoacetic and malonic acid
article
The compounds on the title proved to be more stable than their ethyl analogues, 1,2-acid elimination being impossible. Acetic acid causes a pronounced rate enhancement. Kinetic as well as product data - including the effect of added water and/or alcohols - are interpreted on the basis of acetic acid catalysed enolisation as the primary step, followed by elimination of alcohol to form a ketene derivative. In the case of dimethyl malonate, this methoxycarbonyl ketene may loose a second molecule of methanol to produce carbon suboxide. Copyright © 1968 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
TNO Identifier
572712
ISSN
01650513
Source
Recueil des Travaux Chimiques des Pays-Bas, 87(11), pp. 1281-1289.
Pages
1281-1289
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