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JEE Advanced levelSingle correct optionDifficulty 3 of 3ap179

Propene is treated with in the presence of peroxide to give X. X is converted to its Grignard reagent with Mg in dry ether, which is treated with ethanal and then . The final alcohol is

  1. Apentan-2-ol
  2. Bpentan-3-ol
  3. Cbutan-2-ol
  4. D2-methylpentan-2-ol

Answer: A

Peroxide effect gives the anti-Markovnikov bromide, . Its Grignard reagent adds to ethanal () to give a secondary alkoxide. Hydrolysis gives , pentan-2-ol.
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More questions on Preparation of alcohols including from carbonyls and Grignard