Chapter 8, Problem 8.67SP

Interpretation Introduction

Interpretation: The mechanism for the formation of a small amount of unexpected rearranged product is to be stated and an explanation for the occurrence of rearrangement is to be determined.

Concept introduction: The general steps followed by electrophilic addition reaction are stated below:

• First protonation of the alkene takes place to generate the carbocation.
• The halide ion will attack on the carbocation to give the final product.

Anti markovinokov’s rule states that the positive part of halogen acid is attached to that carbon atom in $\text{C=C}$ bond which carries minimum number of hydrogen atoms and the negative part of halogen acid gets attached to that carbon atom in $\text{C=C}$ bond which has maximum number of hydrogen atoms.

To determine: The mechanism for the formation of product and an explanation for the occurrence of rearrangement.