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Kinetics of elimination reactions of 1,2-diphenyl ethyl substrates in acetonitrile: A mechanistic change in the presence of a strong base

✍ Scribed by D. Santhosh Kumar; S. Balachandran

Publisher
John Wiley and Sons
Year
2008
Tongue
English
Weight
120 KB
Volume
40
Category
Article
ISSN
0538-8066

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✦ Synopsis

Abstract

Kinetics of elimination of methanesulfonic acid from 1,2‐diphenylethylmethane sulfonate and its 1‐p‐methylphenyl‐ and 1‐p‐chlorophenyl‐substituted derivatives is studied. The results show that the elimination reaction is unimolecular (E1) as reported in the case of 1‐chloro‐1‐(4‐methoxyphenyl)‐2‐phenylethane. The rate of the elimination reaction in the presence of added weak base pyridine is independent of the concentration of the base, but in the presence of a strong base piperidine the rate shows a linear upward drift and this is due to the appearance of a bimolecular component along with the unimolecular pathway. The shift from the unimolecular to bimolecular process takes place independently of the nature of the leaving group and the parasubstituent in the 1,2‐diphenylethyl substrate. © 2008 Wiley Periodicals, Inc. 40: 481–487, 2008

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