Q. Compound $A$ of molecular formula $C_9H_7O_2Cl$ exists in keto form and predominantly in enolic form $B$. On oxidation with $KMnO_4$, A gives $m$-chlorobcnzoic acid. Identify $A$ and $B$.
AIEEEAIEEE 2003Aldehydes Ketones and Carboxylic Acids
Solution:
Compound $A$ of molecular formula $C _{9} H _{7} O _{2} Cl$ exist in keto and predominantly in enolic form $B$. Hence, $A$ must be a carbonyl compound which contain $\alpha- H$. Enolic forms of $B$ predominates because of presence of intramolecular H-bonding.
