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Q. Ethanoic acid on heating with ammonia forms compound $A$ which on treatment with bromine and sodium hydroxide gives compound $B$. Compound $B$ on treatment with $NaNO_2$/dil. $HCl$ gives compound $C$. The compounds $A, B$ and $C$ respectively are

KEAMKEAM 2012Amines

Solution:

$CH _{3} COOH + NH _{3} \xrightarrow{\Delta} \underset{\text { ethanamide }}{ CH _{3} CONH _{2}}$

$CH _{3} CONH _{2}+ Br _{2}+3 NaOH \longrightarrow \underset{\text{methyl amine ‘ B’}}{ CH _{3} NH _{2}} + Na _{2} CO _{3}+ NaBr + H _{2} O$

$CH_{3}NH_{2} \xrightarrow[(Nano_{2} / dil\,HCl)]{HNO_{3}} \underset{\text{methanol 'C'}}{CH_{3}OH}$