Identify the product formed when Hex-3-enenit | vedclass

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(C) The reduction of nitriles with diisobutylaluminium hydride $(DIBAL-H)$ followed by acid hydrolysis is a standard method to prepare aldehydes. $DIB

Vedclass · Accepted Answer

$Hex-3-enal$

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(C) The reduction of nitriles with diisobutylaluminium hydride $(DIBAL-H)$ followed by acid hydrolysis is a standard method to prepare aldehydes. $DIBAL-H$ selectively reduces the nitrile group $(-CN)$ to an imine intermediate,which upon hydrolysis yields the corresponding aldehyde. In the case of $Hex-3-enenitrile$ $(CH_3CH_2CH=CHCH_2CN)$,the nitrile group is reduced to an aldehyde group $(-CHO)$ while the carbon-carbon double bond $(C=C)$ remains unaffected. Therefore,the product formed is $Hex-3-enal$ $(CH_3CH_2CH=CHCH_2CHO)$.

Identify the product formed when $Hex-3-enenitrile$ is reduced with diisobutylaluminium hydride $(DIBAL-H)$ followed by acid hydrolysis?

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