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MHT CET202526 Apr 2025Evening ShiftChemistryAldehydes and KetonesActual

Identify the product formed when Hex-3-enenitrile is reduced with diisobutylaluminium hydride followed by acid hydrolysis?

Options

  1. AHexanal
  2. BHexan - 3 - one
  3. CHex - 3 - enal
  4. DHexanoic acid

Correct answer

C. Hex - 3 - enal

Step-by-step solution

Structure identification: Hex-3-ennenitrile corresponds to CH₃-CH₂-CH=CH-CH₂-CN . Reduction with DIBAL-H selectively reduces the nitrile to an imine without affecting the isolated alkene: CH₃-CH₂-CH=CH-CH₂-CN DIBAL-H CH₃-CH₂-CH=CH-CH₂-CH=NH . Acid hydrolysis converts the imine to the aldehyde: CH₃-CH₂-CH=CH-CH₂-CH=NH H₃ O^+ CH₃-CH₂-CH=CH-CH₂-CHO + NH₃ . The product CH₃-CH₂-CH=CH-CH₂-CHO is hex-3-enal. Option comparison: A: Hexanal ( CH₃(CH₂)₄CHO , saturated) B: Hexan-3-one ( CH₃CH₂COCH₂CH₂CH₃ , ketone) C: Hex-3-ena

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