Question

4- chloropyridine undergoes reaction with dimethylamine to yield 4-dimethylaminopyridine. Propose a mechanism for the reaction.

Short answer

The mechanism involves 3 steps: The first step is-

• Attack of nucleophile dimethylamine

Step-by-step solution

Introduction

The given reaction is an example of nucleophilic aromatic substitution. Where Dimethylamine is a nucleophile and the nitrogen of pyridine acts as an electron-withdrawing group that stabilizes the negatively charged intermediate.

Mechanism

The mechanism involves 3 steps:

• Attack of nucleophile dimethylamine

• Loss of proton

• Loss of Cl