How to Remove Nitro Group from nitrobenzene ring ?

1 Answer
Apr 11, 2018

Reduce, diazotize, and deaminate.

Explanation:

Step 1. Reduction

Reduction with tin and hydrochloric acid gives aniline hydrochloride.

Addition of sodium hydroxide releases the free aniline from its salt.

Reduction

Step 2. Diazotization

Aniline reacts with sodium nitrite and hydrochloric acid at -5 °C to form benzenediazonium chloride.

Diazotization

Step 3. Deamination

The diazonium salt reacts with cold aqueous hypophosphorous acid to evolve nitrogen and form benzene.

The reduction-diazotization-deamination sequence is a standard method for removing aromatic nitro groups.