Chapter 15, Problem 15.24P

Interpretation Introduction

(a)

Interpretation:

The mechanism for the reaction of $\text{but-2-en-1-ol}$ with $\text{HBr}$ in the presence of ${\text{H}}_{\text{2}}{\text{SO}}_{\text{4}}$ is to be proposed.

Concept introduction:

When alcohol reacts with hydrogen halides, the two steps are followed. In the first step, alcohol accepts a proton which results in the formation of oxonium ion. Protonated hydroxyl group leaves as a good leaving group and forms carbocation. In the second step, carbocation reacts with nucleophile to form the final product.

Interpretation Introduction

(b)

Interpretation:

The mechanism for the reaction of $\text{4-chloro-2-methylpent-2-ene}$ with ${\text{H}}_{\text{2}}\text{O}$ in the presence of acetone is to be proposed.

Concept introduction:

When a leaving group is present in the alkene compound, it leaves along with its electrons which results in the formation of carbocation intermediate. The attack of nucleophile on the carbocation intermediate results in the formation of final product.