An organic compound ‘A’ having molecular formula $C_{2} H_{3} N$ on reduction gave another compound ‘B’. Upon treatment with nitrous acid, ‘B’ gave ethyl alcohol. On warming with chloroform and alcoholic KOH, B formed an offensive smelling compound ‘C’ . The compound ‘C’ is

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$C H_{3} - C \equiv N$

$C H_{3} C H_{2} N H_{2}$

$C H_{3} C H_{2} N \vec{=} C$

$C H_{2} C H_{2} O H$

answer is B.

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Detailed Solution

Given reactions indicate that B has $1^{0} N H_{2}$ group, and thus $A, C_{2} H_{3} N$ , should be $C H_{3} - C \equiv N$ Hence C should be $C H_{3} C H_{2} N C$

$C H_{3} \underset{A}{C} \equiv N \overset{r e d u c t i o n}{\to} C H_{3} \underset{B}{C H_{2}} N H_{2}$

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