Carboxylic Acids and their Derivatives 2 Question 33
33. Compound $A$ of molecular formula $\mathrm{C}{9} \mathrm{H}{7} \mathrm{O}{2} \mathrm{Cl}$ exists in keto form and predominantly in enolic form $B$. On oxidation with $\mathrm{KMnO}{4}, A$ gives $m$-chlorobenzoic acid. Identify $A$ and $B$.
(2003 Main, 2M)
Show Answer
Solution:
- Compound $A$ of molecular formula $\mathrm{C}{9} \mathrm{H}{7} \mathrm{O}_{2} \mathrm{Cl}$ exist in keto and predominantly in enolic form $B$. Hence, $A$ must be a carbonyl compound which contain $\alpha-\mathrm{H}$. Enolic forms of $B$ predominates because of presence of intramolecular $\mathrm{H}$-bonding.
