Chapter 8, Problem 8.60P

Interpretation Introduction

Interpretation:

The reasonable mechanism for the given reaction is to be suggested.

Concept introduction:

In the unimolecular nucleophilic substitution reactions, ${\text{S}}_{\text{N}}\text{1}$, the first step is the carbocation formation. The bond between carbon and the leaving group breaks off, resulting in the stable carbocation. Halides serve as good leaving groups as compared to the $\text{OH}$ group.

The reactant molecule containing both an electron rich site and electron poor site forms a ring. In the second step, which is a coordination step, the incoming nucleophile attacks the electron-poor site and attaches itself. The proton transfer reaction may take place to yield an uncharged product.