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JEE Main levelSingle correct optionDifficulty 2 of 3hc254

The alkyne shown is hydrated with /. Which structure is the major product?

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

Answer: C

The compound shown is phenylethyne (phenylacetylene). Markovnikov addition places OH on the carbon attached to the ring, and the enol tautomerises to acetophenone. The aldehyde phenylacetaldehyde is the hydroboration product. Benzaldehyde and benzoic acid would need cleavage of the C-C bond.
Practice Hydrocarbons More on Alkyne hydration, hydroboration and Diels-Alder products

More questions on Alkyne hydration, hydroboration and Diels-Alder products