Chapter 13.8, Problem 13.58P

Interpretation Introduction

Interpretation:

The reagent that has to be used for the given transformation must be identified.

Concept Introduction:

Alcohols are the compounds that contain hydroxyl group in their structure.  Alcohols undergo substitution reaction.

The primary and secondary alcohol undergoes substitution reaction via ${\text{S}}_{\text{N}}2$ process.  The carbocation that is formed is very much unstable.  Hence, the hydroxyl group is protonated and converted to a better leaving group.

Tertiary alcohol also undergoes substitution reaction.  The process which is followed by tertiary alcohol is ${\text{S}}_{\text{N}}\text{1}$ process.  In the ${\text{S}}_{\text{N}}\text{1}$ process, the first step is to protonate the hydroxyl group and converting it into a better leaving group.