Aromatic Compounds Containing Nitrogen - Result Question 11
####11. An aromatic compound ’ $A$ ’ having molecular formula $C _7 H _6 O _2$ on treating with aqueous ammonia and heating forms compound ’ $B$ ‘. The compound ’ $B$ ’ on reaction with molecular bromine and potassium hydroxide provides compound ’ $C$ ’ having molecular formula $C _6 H _7 N$. The structure of ’ $A$ ’ is $\quad$ (2019 Main, 10 Jan II) (a)
(c)
(b)
(d)
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Answer:
Correct Answer: 11. (c)
Solution:
- Using retro-synthesis, to get the required compounds, $A, B$ and C.
$$ \begin{aligned} & \begin{array}{ccc} \begin{array}{c}
(C) \ C _6 H _7 N \end{array} & \begin{array}{c} KOH \ {\left[1^{1}\right. \text {-amine] }} \end{array} & \begin{array}{c} \text { Hoffmann } \ \text { (No. of } C=6 \ \text { [An a amide] } \ \text { (Nomamide } \end{array} \ 1 \text { carbon less) } & \begin{array}{c} \text { (Neaction } \ \text { (step down) } \end{array} \end{array} \quad NH _3 / \Delta \ & \underset{\text { cboxylic acid }}{A} \end{aligned} $$
