JEE Main levelSingle correct optionDifficulty 2 of 3si130
Aniline is treated with CHX3COCl in pyridine to give A, A is brominated with BrX2 in ethanoic acid to give B (major monobromo product), and B is hydrolysed with aqueous acid and heat to give C. C is
A3-bromoaniline
B2,4,6-tribromoaniline
CN-bromoaniline
D4-bromoaniline
Answer: D
Acetylation gives acetanilide, which reduces the activating power of nitrogen and prevents polybromination. Bromination is mainly para to the −NHCOCHX3 group. Acid hydrolysis removes the acetyl group to give 4-bromoaniline.