The Effect of Halogen Atoms on the Reactivity of Other Halogen Atoms in the Same Molecule. VI. The SN2 Reactivity of Methylene and Polymethylene Halides1

J Hine, SJ Ehrenson, WH Brader Jr

Index: Hine et al. Journal of the American Chemical Society, 1956 , vol. 78, p. 2282

Full Text: HTML

Citation Number: 20

Abstract

The effect of various substituent halogen atoms on reactivity by the SS:! mechanism has been studied by determining the rate constants for the reaction of sodium thiophenolate in methanol with CH212, BrCH21, ClCHJ, FCHJ, CH2Br2, ClCHzBr, FCHZBr, CH2C12, n-C3H, I, I (CH2) 81, Br (CHZ) JT, Cl (CH&I, F (CHz) J, n-CsH&r, Br (CH2) &, Cl (CHzhBr, F (CHZ) &, C1 (CH2) J and C1 (CH2) J In the a-position, substituents have the following relative effect ...