Module 5 : Electrophilic Aromatic Substitution

Lecture 14 : Electrophilic Aromatic Substitution - II

5.3 Carbon-Nitrogen Bond Formation

5.3.1 Nitration

The most common method used for bonding nitrogen to aromatic system is nitration. This is because a variety of nitration conditions are available. The most frequently used methods for nitration follow:

5.3.2 Nitrozation

Sodium nitrite with strong acids such as sulfuric acid gives nitrosonium ion which undergoes reaction with aromatic compounds. The reaction is limited with the reactive nuclei of phenols and tertiary aromatic amines.

Baudisch Reaction

It involves the combination of hydroxylamine, hydrogen peroxide and copper(II) salt for the nitrozation of phenol derivatives.

Example: