Chapter 11, Problem 11.6P

Interpretation Introduction

Interpretation:

The detailed mechanism and major product of the given reaction are to be shown.

Concept introduction:

This is an electrophilic addition reaction via carbocation rearrangement. The electrophilic addition of a Bronsted acid across a carbon-carbon double bond is susceptible to carbocation rearrangement. A carbocation rearrangement transforms the less stable carbocation into a more stable carbocation to attain greater stability via $\text{1, 2 - hydride shift}$ or $\text{1, 2 - methyl shift}$. Electrophilic addition reaction proceeds through a carbocation intermediate.