$C Z n - H g / H C l \leftarrow ------- - C_{3} H_{6} O A I_{2} / N a O H - ----- \to B$

Compound $A (C_{3} H_{6} O)$ undergoes following reactions to form $B$ and $C$ . Identify $A, B$ and $C$ .

H_{3} C - O | | C - C H_{3}, C H I_{3}, C H_{3} - C H_{2} - C H_{3}

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H_{2} C = C | H - C H_{2} O H, C H_{3} I, H_{3} C - C H_{2} - C H_{2} - O H

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H_{3} C - C H_{2} - C H O, C H I_{3}, H_{3} C - C | H O H - C H_{3}

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H_{3} C - O | | C - C H_{3}, C H I_{3}, C H_{3} - C | H O H - C H_{3}

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Solution

The correct option is A $H_{3} C - O | | C - C H_{3}, C H I_{3}, C H_{3} - C H_{2} - C H_{3}$
$∴ A$ is $C H_{3} - O | | C - C H_{3}$ (acetone)

$C H_{3} - O | | C A - C H_{3} I_{2} / N a O H - ----- \to C H I_{3} B y e l l o w p p t . + C H_{3} C O O N a + N a I + H_{2} O$
$C H_{3} - O | | C A - C H_{3} Z n - H g / H C l - --------------- \to (c l e m m e n s e n^{'} s r e d u c t i o n) C H_{3} C H_{2} C H_{3} p r o p a n e C$

The compound reacts with $I_{2} / N a O H,$ so it must be a methyl ketone and it should give iodoform $(C H I_{3})$ in this reaction.

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