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Question

A compound (A) has the molecular formula C2Cl3OH. It reduces Fehling's solution and, on oxidation, gives a mono-carboxylic acid. (A) is obtained by the action of chlorine on ethyl alcohol. (A) is:

A
Methyl chloride
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B
Monochloro acetic acid
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C
Chloral
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D
Chloroform
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Solution

The correct option is C Chloral
The compound reduces Fehling's solution, so it must contain the aldehyde group, CHO. Again oxidation gives monocarboxylic acid COOH, which suggest A contains CHO group.
A can be prepared from ethyl alcohol by chlorination as follows
C2H5OH+Cl2HCl−−CH3CHOCH3CHO+3Cl2HCl−−CCl3CHOChloral

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