Question

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

• A.
• B.
• C.
• D.

Answer 1

Answer: (C)

${\left(\text{C}\right)}_7{\left(\text{H}\right)}_6{\left(\text{O}\right)}_2\left(\text{P}\right)\underset{\left(2\right)\text{Δ}}{\stackrel{\left(1\right)\text{aq}.{\left(\text{NH}\right)}_3}{\to }}\text{Q}\underset{\text{KOH}}{\stackrel{{\left(\text{Br}\right)}_2}{\to }}\text{R}$

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