The major product of the reaction shown below | vedclass

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(A) The reaction of an aliphatic primary amine with nitrous acid $(HNO_2)$ produces a diazonium salt,which is highly unstable and decomposes to form a

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$2-$hydroxy$-4-$phenylbutanoic acid

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(A) The reaction of an aliphatic primary amine with nitrous acid $(HNO_2)$ produces a diazonium salt,which is highly unstable and decomposes to form a carbocation.In this case,the starting material is $Ph-CH_2-CH_2-CH(NH_2)-COOH$.Upon treatment with $HNO_2$,the $-NH_2$ group is replaced by a diazonium group $(-N_2^+)$,which leaves as $N_2$ gas,generating a carbocation at the $\alpha$-position relative to the $-COOH$ group.This carbocation is then attacked by water (the nucleophile) to form the corresponding $\alpha$-hydroxy acid.The configuration at the chiral center is generally retained or undergoes partial inversion depending on the mechanism,but the primary product is the $\alpha$-hydroxy acid,which is $2$-hydroxy-$4$-phenylbutanoic acid.

The major product of the reaction shown below is:

Similar Questions

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