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Q. An aromatic compound 'P' having molecular formula $C_{7}H_{6}O_{2}$ on treating with aqueous ammonia and heating forms compound 'Q'. The compound 'Q' on reaction with molecular bromine and potassium hydroxide provides compound 'R' having molecular formula $C_{6}H_{7}N$ . The structure of compound 'P' is

NTA AbhyasNTA Abhyas 2020

Solution:

$\left(\text{C}\right)_{7} \left(\text{H}\right)_{6} \left(\text{O}\right)_{2} \left(\text{P}\right) \underset{\left(2\right) \text{Δ}}{\overset{\left(1\right) \text{aq} . \left(\text{NH}\right)_{3}}{ \rightarrow }} \text{Q} \underset{\text{KOH}}{\overset{\left(\text{Br}\right)_{2}}{ \rightarrow }} \text{R}$

Here P is an acid, Q is amide and Q to R is Hoffmann's bromamide degradation as follows

Solution