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MHT CET Medical202624 April 2026Morning ShiftChemistryAldehydes and KetonesActual

Identify a final product obtained when Pent-3-enenitrile is treated with AlH (i -Bu )₂ followed by acid hydrolysis.

Options

  1. APent-3-enol
  2. BPentanoic acid
  3. CBut-3-enol
  4. DPent-3-enal

Correct answer

D. Pent-3-enal

Step-by-step solution

The structure of Pent-3-enenitrile is CH₃-CH=CH-CH₂-CN . DIBAL-H ( AlH (i -Bu )₂ ) is a selective reducing agent. It reduces nitriles to imines, which upon subsequent acid hydrolysis yield aldehydes. It does not reduce isolated carbon-carbon double bonds. Therefore, the -CN group is converted to a -CHO group, while the double bond remains intact. CH₃-CH=CH-CH₂-CN [2. H₃O^+] 1. DIBAL-H CH₃-CH=CH-CH₂-CHO The final product is Pent-3-enal. Answer: Pent-3-enal

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