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Chemistry · 2022 · 3 marks
CBSE 2022 · Region 5 · Set 3 · Q10
(a) An aromatic compound 'A' ( C_7 H_6 O_2) on reaction with aqueous ammonia and heating forms compound ' B '. ' B ' on heating with Br_2 and…
An aromatic compound 'A' $\displaystyle \left(\mathrm{C}_{7} \mathrm{H}_{6} \mathrm{O}_{2}\right)$ on reaction with aqueous ammonia and heating forms compound ' B '. ' B ' on heating with $\displaystyle \mathrm{Br}_{2}$ and alcoholic potash forms a compound 'C' of molecular formula $\displaystyle \mathrm{C}_{6} \mathrm{H}_{7} \mathrm{~N}$. Write the reactions involved and identify 'A', 'B', 'C'.
A compound 'A' on reduction with iron scrap and hydrochloric acid gives compound 'B' with molecular formula $\displaystyle \mathrm{C}_{6} \mathrm{H}_{7} \mathrm{~N}$. Compound 'B' on reaction with $\displaystyle \mathrm{CHCl}_{3}$ and alcoholic KOH produces an obnoxious smell of carbylamine due to the formation of 'C'. Identify 'A', 'B' and 'C' and write the chemical reactions involved.
Marking-scheme solution
\(\displaystyle \mathrm{A}=\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{COOH} /\) Benzoic acid, \(\displaystyle \mathrm{B}=\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CONH}_{2} /\) Benzamide , \(\displaystyle \mathrm{C}=\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{NH}_{2} /\) Aniline / Benzenamine
$\displaystyle \mathrm{C_6H_5COOH} \xrightarrow{\mathrm{NH_3},\ \Delta} \mathrm{C_6H_5CONH_2}$
$\displaystyle \mathrm{C_6H_5CONH_2} \xrightarrow{\mathrm{Br_2/alc.\ KOH}} \mathrm{C_6H_5NH_2}$
A = / Nitrobenzene, B = / Aniline, C = / Phenylisocyanide
$\displaystyle \xrightarrow{\mathrm{Fe/HCl}}$
$\displaystyle \xrightarrow[\mathrm{KOH~(alc.)}]{\mathrm{CHCl}_3}$
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CBSE Class 12 Chemistry past-paper question from the 2022 board exam, with the answer as CBSE’s own marking scheme gives it. Where our answers come from.