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JEE Advanced levelSingle correct optionDifficulty 3 of 3co055

Compound X reacts with , and aqueous acid work-up gives a secondary alcohol Y. Oxidation of Y gives pentan-3-one. X is

  1. Amethanal
  2. Bpropanal
  3. Cbutanal
  4. Dethanal

Answer: B

Y must be pentan-3-ol, . A secondary alcohol arises from an aldehyde plus Grignard reagent, so the aldehyde must supply . Hence X is ; methanal would give a primary alcohol, ethanal would give butan-2-ol and butanal would give hexan-3-ol.
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