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)`.

Explanation

The compound 'E' must be a ketonic compound as it does not give tollen's test and does not reduce Fehiling's solution but forms a 2,4-dinitrophenyl hydrazone. Therefore, its structure would be
(i) (E) =(E)= E`=H_(3)C-overset(O)overset(||)(C)-CH_(3)`
(ii) Since E is obtained by heating (B) with `Ca(OH)_(2)` the compound (B) must be `CH_(3)CO OH`. so the given compound (A) must be `CH_(3)CO OCOCH_(3)`,so the given reaction are