SN 2 Reactions in Dipolar Aprotic Solvents. Chlorine Isotopic Exchange Reactions of 2-Arylethyl Chlorides, Chloromethyl Aryl Ethers, and Chloromethyl Aryl Sulfides …

J Hayami, N Tanaka, S Kurabayashi, Y Kotani…

Index: Hayami,J. et al. Bulletin of the Chemical Society of Japan, 1971 , vol. 44, # 11 p. 3091 - 3095

Full Text: HTML

Citation Number: 22

Abstract

The SN 2 reactions having a symmetrical transition state were studied in a dipolar aprotic solvent. A good Hammett correlation was found for the chlorine isotopic exchange reactions in acetonitrile between tetraethylammonium chloride and three types of substituted methyl chlorides, 2-arylethyl chlorides, chloromethyl aryl ethers, and chloromethyl aryl sulfides. The reaction constant was positive for 2-arylethyl chlorides and negative for the methyl ...