Question

An organic compound [A] is `C_(5)H_(8)O_(3).`On heating with soda lime, it gives [B]. The compound [B] reacts with HCN to give another compound [C] which reacts with thionyl chloride to produce [D]. When the compound [A] is heated with potassium dichromate the product is acetic acid and malonic acid.
The structure of compound [A] is :
A. `CH_(3)-CH_(2)-overset(O)overset(||)C-CH_(2)COOH`
B. `CH_(3)CH_(2)underset(OH)underset(|)CHCH_(2)COOH`
C. `CH_(3)overset(O)overset(||)C"C"H_(2)CH_(2)COOH`
D. `CH_(3)CH_(2)underset(OH)underset(|)CHCOOH`

Answer 1

Correct Answer - A
(a) As the compound [A] upon oxidation gives `CH_(3)COOH" and "H_(2)C(COOH)_(2),` the structure (a) is the correct structure.