Two isomers (A) and (B) with Molar mass 184 g/mol and elemental composition C, 52.2 % ; H, 4.9 %and Br 42.9 % gave benzoic acid and p-bromobenzoic acid, respectively on oxidation with ${\mathrm{KMnO}}_4$. Isomer 'A' is optically active and gives a pale yellow precipitate when warmed with alcoholic ${\mathrm{AgNO}}_3$. Isomer 'A' and 'B' are, respectively

Isomer A and isomer B give benzoic acid and p-bromobenzoic acid respectively when treated with KMnO₄, this indicates that both isomers have benzene rings.

Isomer A is optically active, hence it is a chiral compound. Considering the given molar mass and percentage composition of H, C, and Br; structure of isomer A and isomer B is:

Reactions: