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ExamsJEE MainChemistry

Hex-4-ene-2-ol on treatment with PCC gives 'A' on reaction with sodium hypoiodite gives 'B', which on further heating with soda lime gives 'C'. The compound 'C' is

  1. 2-pentene
  2. Propanaldehyde
  3. 2-butene
  4. 4-methylpent-2-ene

Correct answer: 2-butene

Solution

The compound 'C' is 2-butene because the reaction sequence involves the oxidation of hex-4-ene-2-ol to form a ketone, which upon treatment with sodium hypoiodite undergoes a rearrangement to yield a compound that, when heated with soda lime, eliminates a small molecule to form 2-butene.

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