Question

In the equation ${CH}_{3}COOH+{Cl}_2\underset{-HCl}{\overset{RedP}{\to }}A$, the compound $A$ is :

• A. $C{H}_{3}C{H}_{2}Cl$
• B. $ClC{H}_{2}COOH$
• C. $C{H}_{3}Cl$
• D. $C{H}_{3}COCl$

Answer 1

Answer: (B)

$ClC{H}_{2}COOH$

${CH}_{3}COOH+{Cl}_2\underset{-HCl}{\overset{RedP}{\to }}\underset{A}{ClC{H}_{2}COOH}$

Acetic acid reacts with chlorine in presence of red phosphorous to form monochloro acetic acid. Alpha $H$ atom is replaced with $Cl$ atom. Hence, the compound is $ClC{H}_{2}COOH$.

HVZ reaction is haogenation of carboxylic acids at alpha carbon atom. In this reaction red-P and chlorine is treated with carboxylic acids having alpha hydrogen atom followed by hydrolysis to form alpha chloro carboxylic acid.