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Kinetics and mechanism of hydrolysis of insecticidal O-(methylcarbamoyl)oximes

Merlina, Georges and Calmon, Jean-Pierre Kinetics and mechanism of hydrolysis of insecticidal O-(methylcarbamoyl)oximes. (1980) Journal of Agricultural and Food Chemistry, vol. 28 (n°3). pp. 605-609. ISSN 0021-8561

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Official URL: http://dx.doi.org/10.1021/jf60229a054

Abstract

The hydrolysis of various insecticidal benzaldoxime and acetophenoxime carbamates was investigated for hydroxide ion concentrations ranging from 0.01 to 5.0 N at 25 "C. The reactions were found to be first order with respect to both hydroxide ion and the ester. The data suggest the involvement of an ElcB elimination mechanism with formation of an isocyanate intermediate. The Hammett p values were different from those usually reported for such a reaction scheme since the imine bond weakens the substituent effects.

Item Type:Article
Audience (journal):International peer-reviewed journal
Uncontrolled Keywords:
Institution:French research institutions > Centre National de la Recherche Scientifique - CNRS
Université de Toulouse > Institut National Polytechnique de Toulouse - INPT
Université de Toulouse > Université Paul Sabatier-Toulouse III - UPS
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Deposited By: Nadia Kelmouss

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