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JEE Main levelSingle correct optionDifficulty 2 of 3g1142

Benzene mostly undergoes substitution rather than addition because

  1. Asubstitution preserves the aromatic stabilisation (resonance energy) of the ring
  2. Baddition is impossible for sp2 carbon
  3. Cbenzene has no pi electrons available
  4. Dthe ring carbon atoms are sp3 hybridised

Answer: A

Addition would break the cyclic 6 pi electron system and lose the resonance stabilisation of about 150 kJ/mol. Substitution retains the aromatic ring, so it is preferred.
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