MHT CET 2025 Chemistry question

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

(A)Hexanal
(B)Hexan –3–one
(C)Hex–3–enalCorrect
(D)Hexanoic acid

Answer: (C)

Solution

Diisobutylaluminium hydride (DIBAL-H) partially reduces a nitrile to an imine-aluminium complex, which on acid hydrolysis gives the aldehyde (the C=N is hydrolysed, not reduced further). DIBAL-H does not reduce an isolated bond. So

See the full step-by-step solution

Create a free account to read the complete working, and practise questions like this in a timed test.

Create a free account

Question ID VK-102964