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An organic compound A (C_(7)H_(6)O) reduces Tollen's reagent. On treating with an alkali compound A forms B and C. B on treating with sodalime forms benzene and C (C_(7)H_(8)O) is an antiseptic. Identify compounds A, B and C. Explain the reactions. |
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Answer» Solution :(i) From the molecular formula compound (A) is identified as Benzaldehyde `C_(6)H_(5)CHO` and it reduces Tollen's reagent. `underset("Tollen's reagent SILVER mirror")(C_(6)H_(5)CHO+Ag_(2)Oto2Ag+C_(6)H_(5)COOH)` (ii) Benzaldehyde on treatment with alkali undergoes Cannizzaro reaction to give benzoic ACID (B) and benzyl alcohol (C). `underset((A))(C_(6)H_(5)CHO+C_(6)H_(5)CHO)overset(NaOH)tounderset((B))(C_(6)H_(5)COOH)+underset((C))(C_(6)H_(5)CH_(2)OH)` (iii) Benzoic acid on treatment with SODALIME gives benzene. `underset((B))(C_(6)H_(5)COOH)underset(CaO)overset(NaOH)tounderset("Benzene")(C_(6)H_(6))+CO_(2)` (iv) Benzyl alcohol acts as an antiseptic. 
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