Chapter 9, Problem 9.78P

Interpretation Introduction

Interpretation:

The detailed mechanism for the given reaction is to be drawn, and the reason it occurs so easily is to be explained.

Concept introduction:

The sterically hindered substrate with a good leaving group prefers to undergo a substitution reaction through ${\text{S}}_{\text{N}}\text{1}$ mechanism. In the rate-determining step the formation of stable carbocation intermediate takes place. The adjacent electron-donating atom or a group with lone pair stabilizes the carbocation through resonance effect.