Question

A compound $A$ has a molecular formula $C_{2}C{l}_{3}OH$ . It reduces Fehling solution and on oxidation produces a mono carboxylic acid $B$. $A$ can also be obtained by the action of $C{l}_2$ on ethanol. $A$ is _________.

• A. chloral
• B. $CHC{l}_3$
• C. $C{H}_{3}Cl$
• D. chloroacetic acid

Answer 1

The correct option is A chloral

$CC{l}_{3}CHO+2CuO⟶C{u}_{2}O+CC{l}_{3}COOH$

chloral fehling red ppt (B)

solution

$C{H}_{3}C{H}_{2}OH\underset{oxidation}{\overset{C{l}_2}{\to }}C{H}_{3}CHO\underset{chlorination}{\overset{3C{l}_2}{\to }}CC{l}_{3}CHO$

(A)

It reduces fehling's solution so it must be an aldehyde. Also ethanol reacts with chlorine to first oxidize it to ethanal and then chloral is formed.