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Journal of the Korean Chemical Society (JKCS)

ISSN 1017-2548(Print)
ISSN 2234-8530(Online)
Volume 34, Number 5
JKCSEZ 34(5)
October 20, 1990 

 
Title
Kinetics and Mechanism of Hydrolysis of Insecticidal 2-chloro-1-(2,4,5-trichlorophenyl) vinyldimethylphosphate (Gardona)

살충성 2-Chloro-1-(2,4,5-trichlorophenyl)vinyldimethylphosphate (Gardona)의 가수분해 반응메카니즘
Author
Nack-Do Sung, Tae-Yong Yun, Ki-Sung Kwon, Tae-Rin Kim

성낙도, 윤태룡, 권기성, 김태린
Keywords
Abstract
25% methanol-수용액 속에서 살충성 2-chloro-l-(2,4,5-trichlorophenyl)-vinyldimethylphosphate(Gardona)의 가수분해 반응을 관찰하였다. 다양한 pH에서의 연구결과는 용매효과(m < 0.4, n < 0.7, [m] ≪ [l](화합 SN2 형)), 열역학적 파라미터 (ΔS≠ = -27∼-32 e.u. ΔH≠ = 13∼18 Kcal/mole), 반응속도(k = kA+B [OH-]), 일반염기 촉매 효과 및 가수분해 생성물 분석에 의하여 Gardona의 가수분해 반응이 전이상태와 carbanion 중간체를 포함하는 2분자적(AdN-E) 메카니즘으로 일어남을 암시하고 있다.

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.

Page
483 - 489
Full Text
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