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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3nc163

Which of the following statements about aniline are correct?

  1. AIn the nitrating mixture the anilinium ion is formed, which is a meta-directing species.
  2. BFriedel-Crafts alkylation fails because nitrogen forms a complex with .
  3. CWith excess bromine water it gives 2,4,6-tribromoaniline.
  4. DOn oxidation with acidified it gives benzoic acid as the main product.

Answer: A, B, C

Statements (A), (B) and (C) are standard properties of aniline (meta product via anilinium ion, Lewis acid complexation, tribromination). Oxidation of aniline with acidified dichromate gives coloured products such as p-benzoquinone and aniline black, not benzoic acid, because the amino group is oxidised while the ring is attacked.
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