Chapter 22.15, Problem 17P

Interpretation Introduction

Interpretation:

The mechanism of nitrous acid deamination of $\text{2,2-dimethylpropylamine}$ is to be written.

Concept introduction:

The reagent used in the nitrous acid deamination is the acidified sodium nitrite.

The nitrosation of secondary amines result in the formation of an isolable intermediate known as $\text{N-nitroso}\text{amine}$.

The nitrosation of primary amines do not give $\text{N-nitroso}\text{amine}$ as the intermediate because it is not stable and reacts further to give alkyl diazonium ion.