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
- APent - 3 - en - 1 - amine
- BPentanal
- CPent - 3 - enal
- 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