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Question

(C) The reactant is $3$-methylbutan-$2$-amine,which is a primary aliphatic amine.When a primary aliphatic amine reacts with nitrous acid ($HNO_2$,gene

Vedclass · Accepted Answer

$2-$methylbutan$-2-$ol

Vedclass · Answer

(C) The reactant is $3$-methylbutan-$2$-amine,which is a primary aliphatic amine.When a primary aliphatic amine reacts with nitrous acid ($HNO_2$,generated in situ from $NaNO_2 + HCl$),it forms an unstable diazonium salt.This diazonium salt rapidly loses nitrogen gas $(N_2)$ to form a carbocation.The initial carbocation formed is a secondary carbocation: $CH_3-CH(CH_3)-CH^+-CH_3$.This secondary carbocation undergoes a $1,2$-hydride shift to form a more stable tertiary carbocation: $CH_3-C^+(CH_3)-CH_2-CH_3$.Finally,the tertiary carbocation reacts with water $(H_2O)$ to form the major product,which is $2$-methylbutan-$2$-ol.Therefore,the correct option is $(C)$.

The (major) product $(A)$ is:

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