ORGANIC CHEMISTRY (LL)-W/SOLN.>CUSTOM<
ORGANIC CHEMISTRY (LL)-W/SOLN.>CUSTOM<
10th Edition
ISBN: 9781259972348
Author: Carey
Publisher: MCG CUSTOM
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Chapter 6.6, Problem 10P
Interpretation Introduction

Interpretation:

An explanation for the very large spread in reaction rates of solvolysis, in case of open chain tertiary alkyl halide and two bicyclic bridgehead alkyl halides is to be given.

Concept Introduction:

Solvolysis is a nucleophilic substitution reaction in which the solvent itself acts as a nucleophile.

SN1 reactions proceed with the formation of a carbocation in the first step.

A bridgehead carbocation is unstable because the ring structure puts a restriction on its ability to assume the normal planar configuration.

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