Question

Nitration of bromobenzene gives 2-bromo, 1-nitrobenzene and 4-Bromo-1-nitrobenzene but bromination of nitrobenzene gives 3-Bromo-1-Nitrobenzene benzene. Why?

Answer 1

When it comes to bromobenzene, it is para and ortho directing for the electrophilic addiction process because it demonstrates the resonance on the benzene ring.

It increases the density of electron on para and ortho position.  

Due to this, nitration of bromobenzene gives 2 bromo 1 nitrobenzene and 4 Bromo 1 nitrobenzene but bromination of nitrobenzene gives 3-Bromo-1-Nitrobenzene benzene.