Elimination–addition. Part XIII. Reactions of ω-bromoalkyl p-tolyl sulphones with bases: the role of inductive effects in elimination and substitution

AC Knipe, CJM Stirling

Index: Knipe,A.C.; Stirling,C.J.M. Journal of the Chemical Society [Section] B: Physical Organic, 1967 , p. 808 - 814

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Citation Number: 6

Abstract

Rates of reaction of a series of sulphones, p-Me· C6H4· SO2·[CH2] n· Br (n= 3–6) with sodium ethoxide in ethanol and with potassium t-butoxide in t-butyl alchol have been measured. Three types of reaction occur, namely substitution (ethoxide reactions only), elimination, and cyclisation. Quantitative analysis of the products allows dissection of the overall rate constants into the respective rate constants for each type of reaction in each ...