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KMID : 0903519940370020124
Journal of the Korean Society of Agricultural Chemistry and Biotechnology
1994 Volume.37 No. 2 p.124 ~ p.129
Kinetics and mechanism of hydrolysis of insecticidal O , O - diethyl - ¥á - cyanobenzylideneamino - oxyphosphorothiate(Volaton)



Abstract
The rate of hydrolysis of insecticidal O,O-diethyl-¥á-cyanobenzylideneamino-oxyphosphorothioate (Volaton^¨Þ has been studied in 25% (v/v) aqueous dioxane. On the basis of solvent effect (pH 6.0; m=0.21, n=1.55, pH 12.0; m=0.42, n=3.14 & £üm£ü¡ì£ü§¤£ü), general base catalysis, hydrolysis product analysis, calculation of molecular orbital (MO) and rate equation, it may be concluded that the hydrolysis of Volaton proceeds through the A_(AC)2 mechanism via trigonal bipyramidal (sp©ød©÷) intermediate below pH 7.0, white above pH 9.0 the hydrolysis proceeds through the B_(AC)2 mechanism. Hycrolysis reactivity of Volaton depends on positive charge strength (p¡í¥áC©ü) rather than steric hindrance. In the range between pH 7.0 and pH 9.0, these two reactions occur competitively.
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