Applied Biological Chemistry
- Volume 26 Issue 2
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- Pages.125-131
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- 1983
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- 2468-0834(pISSN)
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- 2468-0842(eISSN)
On the Decomposition of Dimethyl-2, 2-dichlorovinylphosphate
Dimethyl-2, 2-dichlorovinylphosphate의 분해반응에 관한 연구
- Sung, Nack-Do (Department of Agricultural Chemistry, College of Agriculture, Chungnam National University) ;
- Park, Seung-Heui (Department of Agricultural Chemistry, College of Agriculture, Chungnam National University)
- Published : 1983.06.30
Abstract
Formal net charges, bond populations, atomic orbital coefficients, energy components and conformation of dimethyl-2,2-dichlorovinylphosphate have been studied theoretically by using the CNDO/2 molecular orbital calculation method in attempt to describe the reactivity and the stability of the molecule. From the analysis of rate equation, molecular orbital calculations and identification of the hydrolysis products, 2,2-dichloroacetaldehyde and dimethylphosphoric acid, a mechanism of the hydrolysis of dimethyl-2,2-dichlorovinylphosphate(DDVP) has been proposed. The hydrolysis of DDVP proceeds through the mechanism of nucleophilic addition, typical Micheal reaction in basic media. Therefore, it appears probable that the attack by strong nucleophile, hydroxide ion occurs at the increased positive charge
Dimethyl-2,2-dichlorovinylphosphate (DDVP) 분자를 정량적으로 이해하기 위한 시도의 일환으로 분자궤도함수를 계산하여 구성 원자의 알짜 전하, 결합차수, 원자 궤도계수, 에너지 성분 분석 및 형태 둥의 결과로 부터 분자의 안정성과 반응성을 검토하였다. 또한 DDVP분자의 가수분해 반응 메카니즘을 제안하기 위하여 가수분해 반응 생성물을 분석한 결과 주 생성물은 2,2-dichlorovinylphosphate와 dimethylphosphate임을 재확인하여 염기성 용액중에서의 가수분해 반응속도와 pH에 대한 변화로 부터 유도된 반응 속도식은 다음과 같다.
Keywords