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JEE Main levelSingle correct optionDifficulty 2 of 3hc117

Propyne is treated first with disiamylborane (a bulky borane) and then with / aqueous . The main product is

  1. Apropan-2-ol
  2. Bpropanal
  3. Cpropanone
  4. Dpropan-1-ol

Answer: B

Hydroboration of a terminal alkyne with a bulky borane puts boron on the terminal carbon (anti-Markovnikov, and only one addition). Oxidation gives the enol , which tautomerises to propanal. Mercury(II) hydration would have given propanone.
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