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JEE Advanced levelSingle correct optionDifficulty 3 of 3g3044

Benzene is treated with 1-chloro-2-methylpropane and anhydrous . The main product is:

  1. Abutylbenzene
  2. Bsec-butylbenzene
  3. Ctert-butylbenzene
  4. Disobutylbenzene (2-methylpropylbenzene)

Answer: C

pulls off chloride to form an isobutyl cation-like species, which undergoes a 1,2-hydride shift to the tertiary . This electrophile attacks benzene to give tert-butylbenzene.
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