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Propyne was subjected to a reaction with HgSO 4 / dil. H 2 SO 4 , which resulted in a product P . The product P was heated with Ba OH 2 to give the product Q . The molecular formula of the product Q is

Options

  1. AC 3 H 6 O
  2. BC 3 H 8 OH
  3. CC 6 H 12 O 2
  4. DC 6 H 10 O

Correct answer

D. C 6 H 10 O

Step-by-step solution

When propyne is treated with dil   H 2 SO 4 in presence of HgSO 4 , the major product is acetone. A molecule of water is added to C = C double bond to from an enol which tautomerizes to keto form. CH 3 C ≡ CH → HgSO 4 ,   H 2 SO 4 CH 3 C OH = CH 2 CH 3 C OH = CH 2 → Tautomerises CH 3 COCH 3 The acetone formed in the above reaction, undergo aldol condensation reaction with barium hydroxide to give diacetone alcohol as shown below. CH 3 COCH 3 ⇌ Ba OH 2 CH 3 2 C OH CH 2 COCH 3 CH 3 2

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