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JEE Advanced levelSingle correct optionDifficulty 3 of 3hc217

Ethylbenzene is heated with under light to give X (major). X is heated with alcoholic KOH to give Y. Y is treated with in the presence of an organic peroxide to give Z. Z is:

  1. A(2-Bromoethyl)benzene
  2. B(1-Bromoethyl)benzene
  3. C1-Bromo-2-ethylbenzene
  4. D1-Bromo-4-ethylbenzene

Answer: A

Radical bromination occurs selectively at the benzylic position to give X, (1-bromoethyl)benzene. Dehydrohalogenation gives styrene, Y. Peroxide-induced radical addition of HBr puts on the terminal carbon to give the benzylic radical, so Z is .
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