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MHT CET202522 Apr 2025Evening ShiftChemistryAldehydes and KetonesActual

Identify the substrate ' A ' in the following conversion. A [ H ₃ O ⁺] AlH ( i - Bu )₂ Pent-3-enal

Options

  1. APentanenitrile
  2. BPent-3-enenitrile
  3. CPent-3-en-1-amine
  4. DPent-3-ynenitrile

Correct answer

B. Pent-3-enenitrile

Step-by-step solution

Diisobutylaluminium hydride (DIBAL-H) selectively reduces nitriles to aldehydes, making the substrate a nitrile that yields pent-3-enal upon reduction. Pent-3-enal has the structure CH₃CH=CHCH₂CHO , with the aldehyde group originating from the reduced nitrile. The corresponding nitrile must therefore be CH₃CH=CHCH₂C N . Among the options, this structure corresponds to pent-3-enenitrile. Pentanenitrile lacks the double bond, pent-3-en-1-amine is not a nitrile, and pent-3-ynenitrile contains a triple bond. Answer: B

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