JEE MainChemistryAmines
Consider the following reaction sequence: 2-Nitrobenzamide Br ₂/ NaOH P [ then NaOH ] Sn/HCl Q [ 0-5 ^ C ] NaNO ₂/ HCl R The major product 'R' is:
Options
- A2-Nitrophenol
- BBenzene-1,2-bis(diazonium) chloride
- C1H -Benzotriazole
- D2-Hydroxybenzoic acid
Correct answer
C. 1H -Benzotriazole
Step-by-step solution
Step 1: 2-Nitrobenzamide reacts with Br ₂/ NaOH to undergo Hoffmann bromamide degradation, forming 2-nitroaniline (P). Step 2: The nitro group of 2-nitroaniline is reduced by Sn/HCl (followed by basification with NaOH) to form benzene-1,2-diamine (Q), commonly known as o -phenylenediamine. Step 3: Benzene-1,2-diamine reacts with NaNO ₂/ HCl at 0-5^ C . One of the primary amine groups undergoes diazotization to form a diazonium salt. The adjacent primary amine group then acts as a nucleophile, rapidly attacking the