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Question

Amongst the following compounds, the one which would not respond to iodoform test is:

A
CH3CH(OH)CH2CH3
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B
ICH2COCH2CH3
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C
CH3COOH
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D
CH3CHO
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Solution

The correct option is C CH3COOH
Acetic acid, CH3COOH would not respond to iodoform test. In the mechanism of haloform reaction, in the first step, base deprotonates most acidic alpha H atom (of methyl keto group).
In acetic acid, the most acidic proton is attached to O atom. So deprotonation of α−hydrogen does not occur and hence no haloform reaction.

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