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KMID : 1059519900340050483
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Journal of the Korean Chemical Society
1990 Volume.34 No. 5 p.483 ~ p.489
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Kinetics and Mechanism of Hydrolysis of Insecticidal 2-chloro-1-(2,4,5-trichlorophenyl) vinyldimethylphosphate (Gardona)
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Sung Nack-Do
Yun Tae-Yong
Kwon Ki-Sung
Kim Tae-Rin
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Abstract
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The rate of hydrolysis of insecticidal 2-chloro-l-(2,4,5-trichlorophenyl)-vinyldimethylphosphate(Gardona) have been investigated in 25% aqueous methanol. Studies at varying pH suggest that the hydrolysis of Gardona proceeds through the bimolecular (AdN-E) mechanism involving the transition state and carbanion intermediate as evidenced by solvent effect (m < 0.4, n < 0.7, [m] ≪ [l](associative SN2 type)), thermodynamic parameters (ΔS≠ = -27∼-32 e.u. & ΔH≠ = 13∼18 Kcal/mole), hydrolysis rate equation (k = kA＋B [OH-]), general base catalysis and hydrolysis product analysis, respectively.
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KEYWORD
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