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 KMnO4. Isomer ‘A’ is optically active and gives a pale yellow precipitate when warmed with alcoholic AgNO3. Iso

Question

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 KMnO4. Isomer ‘A’ is optically active and gives a pale yellow precipitate when warmed with alcoholic AgNO3. Isomers ‘A’ and ‘B’ are, respectively

Accepted Answer

H3C — CHBr — C6H5 and 1-bromo-4-ethylbenzene. Isomer A, H3C — CHBr — C6H5, is optically active due to the presence of a chiral center, while isomer B, 1-bromo-4-ethylbenzene, does not have a chiral center and thus is not optically active. The reaction with alcoholic AgNO3 indicates the presence of a benzylic bromide in isomer A, which forms a pale yellow precipitate, confirming its structure.

Solution

Related JEE Main Chemistry questions