An organic compound `(A)` on treatment with ethyl alcohol gives a carboxylic acid `(B)` and compound `( C)`. The hydrolysis of `( C)` under acidic conditions gives `(B)` and `(D)`. Oxidation of `(D)` with `KMnO_4` also gives `(B)`. `(B)` on heating with `Ca(OH)_2` gives `(E)` (molecular formula, `C_3 H_6 O`). `(E)` does not give Tollens test and does not reduce Fehling's solution but forms a `2,4-`dinitrophenyl hydrazone. Identify `(A),(B), ( C), (D)`, and `(E)`.

Answer

`{:("(A) "(CH_(3)CO)_(2)O,("Acetic anhydride")),("(B) "CH_(3)COOH,("Ethanoic acid")),("(C) "CH_(3)COOC_(2)H_(5),("Ethyl ethanoate")),((D)C_(2)H_(5)OH,("Ethanol")),((E)CH_(3)COCH_(3),):}`