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JEE Main levelSingle correct optionDifficulty 2 of 3o1181

Benzoyl chloride is treated with excess and then . The final product is

  1. A2-phenylbutan-2-ol
  2. B3-phenylpentan-3-ol
  3. C1-phenylpropan-1-one
  4. D1-phenylpropan-1-ol

Answer: B

The first gives 1-phenylpropan-1-one with loss of . The ketone is more electrophilic than an ester and cannot be isolated, so a second mole adds, giving . Hydrolysis gives 3-phenylpentan-3-ol.
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