Substitution at a saturated carbon atom. XIV. Case for discrete, distinct allylically related ion pairs

RA Sneen, WA Bradley

Index: Sneen,R.A.; Bradley,W.A. Journal of the American Chemical Society, 1972 , vol. 94, # 20 p. 6975 - 6982

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Citation Number: 15

Abstract

Abstract: Kinetics and product distributions accompanying the competitive substitutions by solvent and added external nucleophile into a,?-dimethylallyl chloride have been determined under three related sets of conditions. In each case the data are beautifully correlated by the predictions of the ion-pair mechanism of nucleophilic substitution (in two of them, with no adjustable parameters). These conditions are (1) azide ion in absolute ...