Abstract
The ρ* values for (1c–h) for (i) solvolysis in trifluoroacetic acid (–5.7), (ii) for solvolysis in pentanol (–1.2), and (iii) for unimolecular reaction with piperidine in chlorobenzene (–3.1) are discussed with respect to (a) the hypothesis that ρ* is a measure of the cation character of the transition state and (b) the SN2 (intermediate) mechanism. The results are explained for (i) in terms of determining ion-molecule pair dissociation, for (ii) as rate determining SN2 type solvent attack, and for (iii) as rate-determining ion-molecule pair formation.
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