Abstract
Nucleophilic substitution reactions of benzhydrol and its derivatives, in refluxing benzene in the presence of para-toluenesulfonic acid, took different routes depending on whether para-toluenesulfonic acid was used in excess or in catalytic amounts. In the first case the reactions took place via benzhydryl carbocations and in the second case they proceeded via intimate ion-molecule pairs. On the basis of this study, facile methods for introduction and removal of CHPh2 as a protective group of alcohols are presented.
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