Chapter 15.4, Problem 15.5P

Interpretation Introduction

To determine: The mechanism of the reaction, when $3-\text{bromo}-1-\text{methylcyclohexene}$ undergoes solvolysis in hot ethanol.

Interpretation: The mechanism of the reaction, when $3-\text{bromo}-1-\text{methylcyclohexene}$ undergoes solvolysis in hot ethanol is to be proposed.

Concept introduction: Solvolysis reactions are those reactions; in which solvent behave as a nucleophile. Polarity and capability of the solvent to produce a carbocation are the important factors that are required to determine the rate of solvolysis.

Tertiary allylic carbocations are more stable, whereas primary allylic carbocations are least stable. Allenes are the compounds in which two adjacent double bonds share common carbon atoms. These are also known as cumulative dienes. Cumulative dienes are different from conjugated dienes because conjugated dienes comprise double bonds separated by one single bond.