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Question

A compound (X) has a molecular formula C2Cl3OH. It reduces Fehling's solution and on oxidation gives a monocarboxylic acid (Y). It can be obtained by the action of chlorine on ethanol. (X) is:

A
Methyl chloride
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B
Monochloroacetic acid
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C
Chloral
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D
Chloroform
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Solution

The correct option is C Chloral
Compound (X) reduces Fehling's solution, it means it may be an aldehyde. Upon oxidtion it gives a monocarboxylic group which confirms the presence of an aldehyde group only.
Cl3CCHO[O]Cl3CCOOH

X is prepared by :
CH3CH2OHanhydrous+Cl2(g)CH3CHO

CH3CHO+Cl2Cl3CCHOChloral

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