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NEET levelSingle correct optionDifficulty 1 of 3hc251

The terminal alkyne shown is treated with a hindered borane (such as disiamylborane) and then with /. Which structure is the product?

  1. AStructure A
  2. BStructure B
  3. CStructure C
  4. DStructure D

Answer: B

The compound shown is pent-1-yne. Hydroboration puts boron on the terminal carbon (anti-Markovnikov); oxidation gives an enol that tautomerises to pentanal. The ketone is the product of mercury-catalysed hydration. The alcohol and the acid would need further reduction or oxidation, which the reagents do not do.
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More questions on Alkyne hydration, hydroboration and Diels-Alder products