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MHT CET 202624 AprilMorning Shift
Exam
MHT CET
Year
2026
Date
24 April
Shift
Morning Shift
Subject
Chemistry
Chapter
Aldehydes and Ketones

MHT CET 2026 · 24 April · Morning Shift · Chemistry · Aldehydes and Ketones

Identify a final product obtained when Pent-3-enenitrile is treated...

Identify a final product obtained when Pent-3-enenitrile is treated with AlH(i-Bu)2\text{AlH}(i\text{-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−CNCH_3-CH=CH-CH_2-CN.

DIBAL-H (AlH(i-Bu)2\text{AlH}(i\text{-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-CN group is converted to a −CHO-CHO group, while the double bond remains intact.

CH3−CH=CH−CH2−CN→2.H3O+1.DIBAL-HCH3−CH=CH−CH2−CHOCH_3-CH=CH-CH_2-CN \xrightarrow[2. H_3O^+]{1. \text{DIBAL-H}} CH_3-CH=CH-CH_2-CHO

The final product is Pent-3-enal.

Answer: Pent-3-enal
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