Compound A with molecular formula C_(7)H_(6)O reduces Tollen's reagent and also gives Cannizaro reaction. A on oxidation gives the compound B with molecular formula C_(7)H_(6)O_(2). Calcium salt of B on dry distillation gives the compound C with molecular formula C_(13)H_(10)O. Find A, B and C. Explain the reaction.

Compound A with molecular formula C_(7)H_(6)O reduces Tollen's reagent

1.	Compound A with molecular formula C_(7)H_(6)O reduces Tollen's reagent and also gives Cannizaro reaction. A on oxidation gives the compound B with molecular formula C_(7)H_(6)O_(2). Calcium salt of B on dry distillation gives the compound C with molecular formula C_(13)H_(10)O. Find A, B and C. Explain the reaction.
Answer» Solution :(i) An organic COMPOUND (A) is identified as `C_(6)H_(5)CHO` benzaldehyde. Benzaldehyde reduces TOLLEN's reagent and also UNDERGOES Cannizaro reaction. `underset((A))(C_(6)H_(5)CHO)+Ag_(2)Oto2Ag+C_(6)H_(5)COOH` Cannizaro reaction : `C_(6)H_(5)CHO+C_(6)H_(5)CHOoverset(NaOH)toC_(6)H_(5)CH_(2)OH+underset((B))(C_(6)H_(5)COOH)` (ii) Benzaldehyde on oxidation gives Benzoic acid `C_(6)H_(5)COOH` and it is (B). `C_(6)H_(5)CHOoverset((O))tounderset((B))(C_(6)H_(5)COOH)` (iii) Calcium salt of benzoic acid (calcium benzoate) on dry distillation gives benzophenone `C_(6)H_(5)COC_(6)H_(5)` as (C).