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
- APent-3-enol
- BPentanoic acid
- CBut-3-enol
- 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