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Chloroform + Base Reaction with Amines

An organic co...

Question

An organic compound $^{'} A^{'} (C_{9} H_{10} O)$ when treated with conc. $H I$ undergoes cleavage to yield compounds $^{'} B^{'}$ and $^{'} C^{'}$ . $^{'} B^{'}$ gives yellow precipitate with $A g N O_{3}$ where as $^{'} C^{'}$ tautomerizes to $^{'} D^{'}$ . $^{'} D^{'}$ gives positive iodoform test. $^{'} A^{'}$ could be

A

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B

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C

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D

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Solution

The correct option is D
Here, the ether gets protonated followed by cleavage to compound (C) and (D). Since, compound (D) undergoes tautomerisation, the cleavage should happen so that the OH group retains with double bond part.

Hence, option (c) is correct.

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If the given statement is true enter 1 else enter 0.

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