Chapter 11, Problem 11.55SP

(a)

Interpretation Introduction

To determine: The mechanism of the given reaction.

Interpretation: The mechanism of the given reaction is to be stated.

Concept introduction: The reaction of cyclohexylmethanol with the Lucas reagent $\left(\text{HCl,}{\text{ZnCl}}_{\text{2}}\right)$ comprises two steps. First is protonation of alcohol and second is ${\text{S}}_{\text{N}}1$ mechanism.

(b)

Interpretation Introduction

To determine: The mechanism of the given reaction.

Interpretation: The mechanism of the given reaction is to be stated.

Concept introduction: The reaction of $\text{4-cyclohexenylbutan-2-ol}$ with ${\text{H}}_{\text{2}}{\text{SO}}_{\text{4}}$ comprises three steps; protonation of alcohol; slow removal of water molecule, and stabilisation of carbocation.

(c)

Interpretation Introduction

To determine: The mechanism of the given reaction.

Interpretation: The mechanism of the given reaction is to be stated.

Concept introduction: The reaction of $\text{decahydronapthalene-4a,8a-diol}$ with ${\text{H}}_{\text{2}}{\text{SO}}_{\text{4}}$ comprises three steps; protonation of alcohol, slow removal of water molecule and stabilisation of tertiary carbocation by abstraction of proton or migration of ${\text{CH}}_2$ group.