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MHT CET202618 April 2026Evening ShiftChemistryAldehydes and KetonesActual

Identify the 'product' in the following reaction. Pent - 3 - enenitrile [ H ₃ O ^+ ] Al H (i-Bu) ₂ Product

Options

  1. APent - 3 - en - 1 - amine
  2. BPentanal
  3. CPent - 3 - enal
  4. DPent - 3 - en -1 - ol

Correct answer

C. Pent - 3 - enal

Step-by-step solution

The given reactant is pent-3-enenitrile, which has the structure CH ₃- CH = CH - CH ₂- CN . Diisobutylaluminium hydride (DIBAL-H), represented as AlH(i-Bu) ₂ , is a selective reducing agent. It reduces nitriles to imines at low temperatures, which upon subsequent acidic hydrolysis ( H ₃ O ^+ ) yield aldehydes. DIBAL-H does not reduce isolated carbon-carbon double bonds. The reaction proceeds as follows: CH ₃- CH = CH - CH ₂- C N AlH(i-Bu) ₂ CH ₃- CH = CH - CH ₂- CH = N - Al(i-Bu) ₂ CH ₃- CH = CH - CH ₂- CH = N - Al

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