a $(a)$ Because of double bond character in carbon-bromine it will not undergo $S_{N^2}$ .
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An organic compound $(C_3H_9N)\,\, (A),$ when treated with nitrous acid, gave an alcohol and $N_2$ gas was evolved. $(A)$ on warming with $CHCl_3$ and caustic potash gave $(C)$ which on reduction gave isopropylmethylamine. Predict the structure of $(A).$
Two benzyne intermediates are likely to be formed equally. Reaction with amide ion can occur in two different directions with each benzyne, giving three possible products. They are formed in a $1 : 2 : 1$ ratio. Asterisk $(^*)$ refers to $^{14}C.$