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Ionic Salts and Their Characteristic

A hydrocarbon...

Question

A hydrocarbon $Y$ decolourizes bromine water. The saturated compound resulted in this reaction, on treatment with $Z n$ dust gives back hydrocarbon $Y$ . $Y$ when passed through a solution of $A g {N O}_{3}$ dissolved in ${N H}_{4} O H$ gives a white precipitate. The next higher homologue of $Y$ that is $X$ gives ketone $A$ as the product upon addition of water. Identify $X, Y, A$ and give equations.

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Solution

A hydrocarbon $Y$ decolourizes bromine water. The saturated compound resulted in this reaction, on treatment with $Z n$ dust gives back hydrocarbon $Y$ shows it is an alkyne. $Y$ when passed through a solution of $A g {N O}_{3}$ dissolved in ${N H}_{4} O H$ gives a white precipitate of $A g - C \equiv C - A g$ . $Y$ is $H C \equiv C H$ . The next higher homologue of $Y$ that is $X = C H_{3} - C \equiv C H$ gives ketone $A$ which is $C H_{3} C = O C H_{3}$ as the product upon addition of water.
Equations are:
$C H \equiv C H [Y] Z n + B r_{2} \to B r_{2} H C - C H B r_{2} A g N O_{3} + N H_{4} O H \to A g - C \equiv C - A g$
$C H_{3} - C \equiv C H [X] H_{2} O \to C H_{3} C = O C H_{3} [A]$

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