Chapter 9, Problem 9.54P

Interpretation Introduction

Interpretation:

The given substrates are to be ranked in order from the slowest ${\text{S}}_{\text{N}}1$ reaction rate to the fastest.

Concept introduction:

Carbocation stability increases as the number of alkyl groups bonded to the positively charged C of a carbocation increases. As the number of alkyl groups on the carbon bonded to the leaving group increases, the rate of an ${\text{S}}_{\text{N}}1$ reaction increases. Resonance stabilized carbocations increase the rate of ${\text{S}}_{\text{N}}1$ reactions.