Haloalkanes and Haloarenes: JEE Mains 2022 June 29 Shift 2

Hard· Nucleophilic substitution (SN1, SN2)· +4 / −1
Two isomers (A) and (B) with molar mass 184 g/mol184\ \text{g/mol} and elemental composition C, 52.2%52.2\%; H, 4.9%4.9\% and Br, 42.9%42.9\% gave benzoic acid and p-bromobenzoic acid, respectively, on oxidation with KMnO4\mathrm{KMnO_4}. Isomer 'A' is optically active and gives a pale yellow precipitate when warmed with alcoholic AgNO3\mathrm{AgNO_3}. Isomer 'A' and 'B' are, respectively :
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