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Question

A compound (X) having molecular formula C3H8O, gives positive iodoform test. On oxidation with acidified K2Cr2O7, (X ) gives (Y). If (Y) also gives positive iodoform test, then (X) and (Y) respectively are:

A
CH3CH2CH2OH,CH3CH2CHO
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B
CH3CH(OH)CH3,CH3COCH3
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C
CH3CH2CHO,CH3CH2CH2OH
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D
CH3COCH3,CH3CH(OH)CH3
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Solution

The correct option is B CH3CH(OH)CH3,CH3COCH3
(X)CH3C|HOHCH3K2Cr2O7−−−−CH3O||CCH3(y)

(X) with molecular formula C3H8O is an alcohol. CH3CH2CH2OH, propanol.
But since K2Cr2O7 being a strong oxidising agent would oxidise 1° alcohol to carboxylic acid, which will give negative iodoform test, thus (X) has to be a 2° alcohol.
Acetone would give positive iodoform test.
Thus (B) is the correct answer.

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