An organic compound (A) C_(7)H_(6)O reduces Tollen's reagent. Compound (A) reacts with acetic anhydride in the presence of anhydrous sodium acetate and gives an unsaturated acid (B). Compound (A) reacts with acetone in the presence of alkali and gives (C). What are (A), (B) and (C)? Explain the reactions.

An organic compound (A) C_(7)H_(6)O reduces Tollen's reagent. Compound

1.	An organic compound (A) C_(7)H_(6)O reduces Tollen's reagent. Compound (A) reacts with acetic anhydride in the presence of anhydrous sodium acetate and gives an unsaturated acid (B). Compound (A) reacts with acetone in the presence of alkali and gives (C). What are (A), (B) and (C)? Explain the reactions.
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+underset((B))(C_(6)H_(5)COOH)` (ii) Benzaldehyde REACTS with ACETIC anhydride in the presence of sodium acetate gives cinnamic acid and it is (B) an unsaturated acid. `underset((A))(C_(6)H_(5)CHO)+(CH_(3)CO)_(2)Ooverset(CH_(3)COONa)tounderset((B))(C_(6)H_(5)CH)=CHCOOH+CH_(3)COOH` (iii) Compound A reacts with acetone to form compound (C) benzal acetone. `underset((A))(C_(6)H_(5)CHO)+CH_(3)COCH_(3)overset(NAOH)tounderset((C))(C_(6)H_(5)CH=CH-COCH_(3))`