MolSynapsequestion bank
MolSynapse / Question bank / Amines and Aromatic Nitrogen Compounds / Nitrobenzene and aniline chemistry
JEE Advanced levelSingle correct optionDifficulty 3 of 3nc104

Which sequence converts benzene into 3-bromoaniline?

  1. A(i) , 323-333 K; (ii) ; (iii)
  2. B(i) , 323-333 K; (ii) ; (iii)
  3. C(i) ; (ii) ; (iii)
  4. D(i) , 323-333 K; (ii) ; (iii) water

Answer: A

Bromine must be introduced while the meta-directing nitro group is present: nitration gives nitrobenzene, gives 1-bromo-3-nitrobenzene, and reduces the nitro group to give 3-bromoaniline. Brominating bromobenzene then nitrating gives ortho/para products, and brominating aniline gives ortho/para or tribromo products.
Practice Amines and Aromatic Nitrogen Compounds More on Nitrobenzene and aniline chemistry
Previous questionNext question

More questions on Nitrobenzene and aniline chemistry