Kinetic Studies on Halogen Exchange Reactions of Phenethyl Chloride in Acetone

  • Published : 1975.03.01

Abstract

Kinetics of halogen exchange reaction of 1-phenthyl chloride and 2-phenethyl chloride using radioisotopic tracer halide ions in acetone have been studied. The reactions were belived to be S$_{N}$2 processes and the orders of relative nucleophilicity of halide ions were Cl->Br->I-. The reaction rate is slower than that of benzyl chloride. These were interpreted in terms of solvation effect of halide ions and HSAB principle.

1-Phenethyl Chloride와 2-Phenethyl Chloride의 할로겐 교환반응 속도를 아세톤 용매속에서 방사성 할라이드 이온을 사용하여 측정하였으며, 활성화 엔탈피와 활성화 엔트로피를 결정하였다. 이 반응은 S$_{N}$2 반응이며 할라이드 이온의 상대적 친핵성의 순서는 Cl->Br->I-이고 반응 속도는 Benzyl Chloride와 비교해 볼때 대체적으로 느리다. 이 결과를 할라이드 이온의 용매화 효과와 HSAB원리로 설명하였다.

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