An aromatic compound (A), C_(9)H_(12)O was subjeted to a series of tests in the laboratory. It was found that this compound , (i) does not form silver mirror with Tollens' reagent. (ii) rotates the plane of polarised light. (iii) reacts with sodium metal to evolve hydrogen gas. ltbr. (iv) does not decolourise pink colour of bromine water. (v) reacts with hot KMnO_(4) to form monocarboxylic acid 'B' which on decarboxylation gives benzene. (vi) reacts with Lucas reagent in about 5 min. (vii) reacts with I_(2) and NaOH to produce yellow coloured precipitation of the compound (C ) . (viii) loses its optical activity due to formation of compound (D ) on reaction with Red P and HI. Monocarboxylic acid (B) will be :

An aromatic compound (A), C_(9)H_(12)O was subjeted to a series of tes

1.	An aromatic compound (A), C_(9)H_(12)O was subjeted to a series of tests in the laboratory. It was found that this compound , (i) does not form silver mirror with Tollens' reagent. (ii) rotates the plane of polarised light. (iii) reacts with sodium metal to evolve hydrogen gas. ltbr. (iv) does not decolourise pink colour of bromine water. (v) reacts with hot KMnO_(4) to form monocarboxylic acid 'B' which on decarboxylation gives benzene. (vi) reacts with Lucas reagent in about 5 min. (vii) reacts with I_(2) and NaOH to produce yellow coloured precipitation of the compound (C ) . (viii) loses its optical activity due to formation of compound (D ) on reaction with Red P and HI. Monocarboxylic acid (B) will be :
Answer» `HCOOH` `C_(6)H_(5)COOH` `C_(6)H_(5)CH_(2)CH_(2)CH_(3)` `CH_(3)COOH` ANSWER :B