$Propyne \to_{Δ}^{Na (l)} X + 1 {/2H}_{2},X \to_{Δ}^{{CH}_{3} I} Y$ Now, which of the following reagents can be used to distinguish Y from propyne?

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${NH}_{4} OH + {AgNO}_{3} (or) {cold alk KMnO}_{4}$

${NH}_{4} OH + {Cu}_{2} C l_{2} (or) {Br}_{2} /CC l_{4}$

$Cold alk . {KMnO}_{4} (or) {Br}_{2} /CC l_{4}$

${NH}_{4} OH + {AgNO}_{3} (or) {NH}_{4} OH + {Cu}_{2} C l_{2}$

answer is D.

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Detailed Solution

$\begin{array}{l} {CH}_{3} - C \equiv CH + Na \to CH \equiv C - Na + \frac{1}{2} H_{2} \\ HC \equiv CH + {Cu}_{2} C l_{2} + {2NH}_{4} OH \to Cu - C \equiv C - Cu ↓ + 2 {NH}_{4} C l + 2 H_{2} O \\ HC \equiv CH + 2 A g N O_{3} + {2NH}_{4} OH \to Ag - C \equiv C - Ag ↓ + 2 {NH}_{4} {NO}_{3} + 2 H_{2} O \end{array}$