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Q. A compound $A$ has a molecular formula $C_2Cl_3OH$. 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. $A$ is

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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, i.e. $CCl_{3}CHO$
This is further confirmed by the reaction,
$C_{2}H_{5}OH + Cl_{2} \ce{ ->[O] } CH_{3}CHO \ce{ ->[{3Cl_{2}}][{NaOH}] }CCl_{3}CHO$
Hence, A = Chloral $(CCl_{3}CHO)$