Helvetica Chimica Acta

Polar substituent effects in the solvolysis of primary and tertiary alkyl halides. Polar effect IX

CA Grob, A Waldner

Index: Grob, Cyril A.; Waldner, Adrian Helvetica Chimica Acta, 1980 , vol. 63, # 8 p. 2152 - 2158

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Citation Number: 7

Abstract

Abstract When the Hammett-Taft equation log (k/ko)= ρ q· σ math image is applied to the solvolysis of the 3-substituted propyl bromides 6a-6i in ethanol/water 4: 1 (v/v) log k correlates linearly with σ math image except in cases where R exerts an anchimeric effect. The reaction constant ρ q for 6 is− 0.12 and is typical for a nucleophilic solvent-assisted ks process at a primary C-atom. The tertiary halides 1 and 3, however, which react with little ...