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JEE Main levelSingle correct optionDifficulty 2 of 3o2266

The compound shown is treated with and . Which structure is the major product of ring bromination?

  1. AStructure A
  2. BStructure B
  3. CStructure C
  4. DStructure D

Answer: B

The compound is acetophenone. The acetyl group is deactivating and meta-directing, because the carbonyl withdraws electrons by resonance and induction and destabilises ortho and para attack. Under Lewis-acid conditions the ring is brominated, giving 3-bromoacetophenone (the alpha-bromoketone would need acid or radical conditions, not ).
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