The product of this Hoffmann bromamide reacti | vedclass

Name: Exam Paper Generator | JEE NEET Paper Generator | Vedclass
Brand: Vedclass
Rating: 5 (35 reviews)

Question

(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

Vedclass · Accepted Answer

$Ph-CHO$

Vedclass · Answer

(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:

Similar Questions

In the hydrolysis of aniline,the reagent used is:

$CH_3CH_2CONH_2$ $\xrightarrow{Br_2 / KOH_{(aq)}} X$ $\xrightarrow{C_6H_5COCl} Y$. Which statement is true?

Identify the incorrect statements.

This reaction is an example of:

$A$ nitrogen-containing organic compound gave an oily liquid on heating with bromine and potassium hydroxide solution. On shaking the product with acetic anhydride,an antipyretic drug was obtained. The reactions indicate that the starting compound is

Vedclass Test Series

Exam Paper Generator

Online Exam Module