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Consider the following reaction sequence: Anisole Br ₂ in CS ₂ 'A' (major product) 'A' HNO ₃, H ₂ SO ₄ (1 equivalent) 'B' (major product) The major products 'A' and 'B' respectively are:

Options

  1. AA = 4-bromoanisole ; B = 4-bromo-2-nitroanisole
  2. BA = 2-bromoanisole ; B = 2-bromo-4-nitroanisole
  3. CA = 4-bromoanisole ; B = 4-bromo-3-nitroanisole
  4. DA = 4-bromoanisole ; B = 4-nitroanisole

Correct answer

A. A = 4-bromoanisole ; B = 4-bromo-2-nitroanisole

Step-by-step solution

In the first step, bromination of anisole with Br ₂ in CS ₂ yields 4-bromoanisole as the major product 'A' due to less steric hindrance at the para position compared to the ortho position. In the second step, 4-bromoanisole undergoes nitration. The molecule has two substituents: - OCH ₃ (a strongly activating, ortho/para directing group) and - Br (a weakly deactivating, ortho/para directing group). When directing effects oppose each other, the more powerful activating group determines the regiochemistry. Therefore,

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