An aromatic compound ‘A’ on treatment with ...

NCERT Class XII Chemistry
Chapter - Amines
Questions with Solutions

Question : 10 of 22

Marks: +1, -0

An aromatic compound ‘A’ on treatment with aqueous ammonia and heating forms compound ‘B’ which on heating with

\mathrm{Br}_2

and KOH forms a compound ‘C’ of molecular formula

\mathrm{C}_6\mathrm{H}_7\mathrm{N}

. Write the structures and IUPAC names of compounds A, B and C.

Solution:

Given scheme of reactions is

\underset{\text{Aromatic compd.}}{A}\xrightarrow{\mathrm{aq.NH}_3/\Delta}B\xrightarrow{\mathrm{Br}_2/\mathrm{KOH}}\underset{\mathrm{C}_6\mathrm{H}_7\mathrm{N}}{C}

(i) Looking at the given scheme, we can clearly see that reaction B → C is Hofmann bromamide reaction.

Thus, C is an amine (1°) while B must be an amide with molecular formula

\mathrm{C}_7\mathrm{H}_7\mathrm{NO}

(ii) Further, the ratio of C and H in B and C are indicativeof the fact that it is an aromatic compound.

Since, B is formed by the action of ammonia on A, A must be a carboxylic acid,

The reactions are

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