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  3. Chemistry
  4. A compound A has a molecular formula C2 Cl3 OH . It reduces Fehling's solution and on oxidation, gives a monocarboxylic acid B. A can be obtained by the action of chlorine on ethyl alcohol. A

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Q. A compound $A$ has a molecular formula $C_2 Cl_3 OH$ . It reduces Fehling's solution and on oxidation, gives a monocarboxylic acid $B$. $A$ can be obtained by the action of chlorine on ethyl alcohol. $A$

AIPMTAIPMT 1994Aldehydes Ketones and Carboxylic Acids

Solution:

Molecular formula of $A= C _{2} Cl _{3} OH$

As $(A)$ reduces Fehling's solution and on oxidation gives a monocarboxylic acid $(B)$. It means $(A)$ must be an aldehyde.

$CCl_3\,\underset{(A)}{CHO}$

This is further confirmed by the reaction

$C_2H_5OH+Cl_2 \xrightarrow[{\text{oxidation}}]{[o] } CH_3CHO\, \xrightarrow[{\text{chorination}}] {{Cl_2}}CCl_3CHO$

A= Chloral $[CCl_3 CHO]$