Chapter 11, Problem 11.47SP

(a)

Interpretation Introduction

To determine: The mechanism of the given reaction.

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

Concept introduction: Hydrogen bromide $\left(\text{HBr}\right)$ as a reagent that is used to convert alcohols into alkyl halide through ${\text{S}}_{\text{N}}1$ mechanism. The ${\text{S}}_{\text{N}}1$ mechanism consists of two steps. First is the slow removal of leaving group (water molecule) to form carbocation and then (second step) the rapid attack of nucleophile on carbocation.

(b)

Interpretation Introduction

To determine: A path for the conversion of $\text{1-cyclohexylethanol}\text{to}\left(\text{1-bromoethyl}\right)\text{cyclohexane}$ to get good yield.

Interpretation: A path for the conversion of $\text{1-cyclohexylethanol}\text{to}\left(\text{1-bromoethyl}\right)\text{cyclohexane}$ to get good yield is to be stated.

Concept introduction: Phosphorous bromide $\left({\text{PBr}}_3\right)$ as a reagent is used to convert alcohols selectively into alkyl halide to get good yield.