Chapter 11, Problem 11.26P

Interpretation Introduction

Interpretation:

It is to be explained which of the given alkenes $\text{E-I}$ will produce $\text{2-chloro-3-methyl-2-phenylbutane}$ as a major product when treated with $\text{HCl}$.

Concept introduction:

Given alkenes undergo an electrophilic addition reaction via carbocation rearrangement. Electrophilic addition of a Bronstead 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 attend greater stability via $\text{1, 2-hydride shift}$ or $\text{1, 2-methyl shift}$. Electrophilic addition reaction proceeds through a carbocation intermediate.