Solvolytic Reactivities of Some Secondary Alkyl Chlorides

Abstract

Despite numerous comparisons of the reactivities of saturated organic halides toward nucleophilic reagents relatively few investigations have been made of solvolytic reactivities of saturated halides under comparable conditions except for the series: methyl, ethyl, isopropyl, and t-butyl. Dostrovsky and Hughes have measured the solvolytic reaction rates of several alkyl bromides in aqueous alcohol and formic acid while Bartlett and Swain and Brown and Johanneson have reported relative reactivities for tertiary chlorides.

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