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  4. An organic compound (P) upon reacting with NH3 gives (Q). On heating, (Q) gives (R). (R) in presence of KOH reacts with Br2 to give ethylamine. (P) is

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Q. An organic compound (P) upon reacting with $NH_{3}$ gives (Q). On heating, (Q) gives (R). (R) in presence of KOH reacts with $Br_{2}$ to give ethylamine. (P) is

NTA AbhyasNTA Abhyas 2022

Solution:

$\underset{\left(\text{P}\right)}{\left(\text{CH}\right)_{\text{3}} \left(\text{CH}\right)_{\text{2}} \text{COOH}} \, \text{+} \, \left(\text{NH}\right)_{\text{3}} \rightarrow \underset{\left(\text{Q}\right)}{\left(\text{CH}\right)_{\text{3}} \left(\text{CH}\right)_{\text{2}} \text{C} \left(\bar{\text{O}}\right)_{\text{2}} \overset{\text{+}}{\text{N}} \left(\text{H}\right)_{\text{4}}} \rightarrow _{- \left(\text{H}\right)_{\text{2}} \text{O}}^{\text{Δ}}\underset{\left(\text{R}\right)}{\left(\text{CH}\right)_{\text{3}} \left(\text{CH}\right)_{\text{2}} \left(\text{CONH}\right)_{\text{2}}}\overset{\text{KOH} \, \text{+} \, \left(\text{Br}\right)_{\text{2}}}{ \rightarrow }\left(\text{CH}\right)_{\text{3}}\left(\text{CH}\right)_{\text{2}}\left(\text{NH}\right)_{\text{2}}\left(\text{+H}\right)_{\text{2}}\text{O}$