Identify the substrate 'A' in the following conversion. A [H_3O^+] AlH ,(i-Bu)_2 Pent-2-enal

MHT CET 2024 Chemistry question

Identify the substrate 'A' in the following conversion.

(A)Pentanenitrile
(B)Pent-3-enenitrileCorrect
(C)Pent-3-en-1-amine
(D)Pent-3-ynenitrile

Answer: (B)

Solution

DIBAL-H, , partially reduces a nitrile to an imine-aluminium intermediate, which on hydrolysis with gives an aldehyde (Stephen-type partial reduction); the carbon skeleton, including any C=C, is unchanged. So the substrate must be the unsaturated nitrile with 5

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Question ID VK-099837