Chapter 10, Problem 10.17P

Interpretation Introduction

Interpretation: The reaction of $3-\text{methylcyclohexene}$ with $\text{HCl}$ gives $1-\text{chloro}-3-\text{methylcyclohexane}$ and $1-\text{chloro}-1-\text{methylcyclohexane}$. The mechanism for the formation of these two products is to be drawn.

Concept introduction: The reaction of hydrogen halide with alkene results in the formation of alkyl halide. This type of reaction is an electrophilic addition of hydrogen halide. Electrophilic addition reactions are those in which breaking of pi bond take place to form new sigma bond. In this type of reaction, carbocation is formed during the formation of new bond.