The product of this Hoffmann bromamide reacti | vedclass

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(B) The Hoffmann bromamide degradation reaction converts an amide $(R-CONH_2)$ into a primary amine $(R-NH_2)$ with one carbon atom less.In this speci

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$Ph-CHO$

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(B) The Hoffmann bromamide degradation reaction converts an amide $(R-CONH_2)$ into a primary amine $(R-NH_2)$ with one carbon atom less.In this specific case,the starting material is $\alpha$-hydroxy amide,$Ph-CH(OH)-CONH_2$.Upon treatment with $Br_2/KOH$,the $-CONH_2$ group is converted into an $-NH_2$ group attached to the $\alpha$-carbon.This yields the intermediate $\alpha$-hydroxy amine,$Ph-CH(OH)-NH_2$.This intermediate is unstable because it has an $-OH$ and an $-NH_2$ group on the same carbon atom (a geminal amino alcohol).Such compounds readily eliminate ammonia $(NH_3)$ to form a carbonyl compound.Therefore,$Ph-CH(OH)-NH_2 	o Ph-CHO + NH_3$.The final product is benzaldehyde $(Ph-CHO)$.

The product of this Hoffmann bromamide reaction is:

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