Q.Assertion : Hex-4-ennitrile on reaction with Di-isobutyl aluminium hydride followed by Hydrolysis gives Hex-4-enal. Reason : Di-isobutyl aluminium hydride is a selective reducing agent.
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Start your 14-day free trial to unlock the full solution →DIBAL-H (di-isobutyl aluminium hydride) at low temperature reduces a nitrile only as far as the imine (which hydrolyses in workup to the aldehyde), stopping short of the amine — this is exactly the 'selective reducing agent' behaviour the reason statement describes, and it correctly explains the assertion.
Hex-4-ennitrile () treated with DIBAL-H (1 equivalent, usually at low temperature such as ) undergoes partial reduction of the nitrile's triple bond to a metalated imine intermediate; this is stable to further reduction under the reaction conditions because DIBAL-H, being bulky (two isobutyl groups) and used in controlled stoichiometry/temperature, does not reduce further. On aqueous acidic hydrolysis (workup), the imine hydrolyses to the corresponding aldehyde, hex-4-enal () — so the assertion is a true, standard named transformation. The reason — that DIBAL-H is a selective reducing agent — is also true, and is precisely why the reaction stops cle …
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