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Journal of the Korean Chemical Society (JKCS)

ISSN 1017-2548(Print)
ISSN 2234-8530(Online)
Volume 41, Number 7
JKCSEZ 41(7)
February 20, 1997

Title	Kinetics and Mechanism of the Hydrolysis of 1-Halo-3-Phenyl-1,2-Propadienes 1-Halo-3-Phenyl-1,2-Propadiene들의 가수분해에 대한 반응속도론적 연구
Author	Kang-Ryul Lee, Yoo Hil Ra, In-Chan Jung, Tae Sung Huh 이강열,나힐라,정인찬,허태성
Keywords
Abstract	haloallene 유도체(1-halo-3-phenyl-1,2-propadiene)에 대해 EHMO계산을 하여, 에너지적으로 안정한 haloallene 분자의 구조를 결정하였다. M0 계산 데이터와 속도론적인 실험 결과로부터 hJoallene의 가수분해반응 메카니즘을 제안하였다. pH 8.0 이하에서는 중간체로 cartbonium ionII이 생성되는 용매도움 SN1 메카니즘에 의해 진행된다. 그러나 pH9.5이상에서는 전위상태 III를 거치는 SN2' 메카니즘에 의해 진행된다. Extended Hĳckel Molecular Orbital(EHMO) calculations of haloallene (1-halo-3-Pheny-1,2-propadiene) derivatives have been performed. From the MO calculation data and kinetic experimental results, the mechanism for the hydrolysis of haloallenes is proposed.; Below pH 8.0, the hydrolysis proceeds through a solvent assisted S,l mechanism involving the formation of carbonim ion II as intermediate. However above pH 9.5, the hydrolysis proceeds through an Sn2' mechanism via transition state III.
Page	351 - 356
Full Text	PDF

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