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

Georges Merlina (1) , Jean-Pierre Calmon (1)

1 Laboratoire de Chimie Organique Biologique et de Physicochimie des Sols

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.

Mots clés: Kinetics; O-(methylcarbamoyl)oximes

Domaines: Génétique animale

Georges Merlina, Jean-Pierre Calmon. Kinetics and mechanism of hydrolysis of insecticidal O-(methylcarbamoyl)oximes.. Journal of Agricultural and Food Chemistry, 1980, 28 (3), pp.605-609. ⟨10.1021/jf60229a054⟩. ⟨hal-03487895⟩