JEE PYQ: Aldehydes And Ketones Question 21
Question 21 - 2020 (08 Jan Shift 2)
Unsaturated hydrocarbon X ($\text{C}7\text{H}{10}$, absorbs 2 H$_2$) $\xrightarrow{\text{O}_3/\text{Zn}}$ A $\xrightarrow{[\text{Ag(NH}_3)_2]^+}$ 3-oxo-hexanedicarboxylic acid. X is:
(1). (Methylenecyclohex-2-ene)
(2). (Cyclohexanone)
(3). (1-methylcyclohex-2-ene)
(4). (4-methylenecyclohex-2-ene type compound)
Show Answer
Answer: (4)
Solution
X absorbs 2 moles H$_2$ (two C=C). Ozonolysis gives dialdehyde A. Tollens test oxidizes aldehyde groups to COOH giving 3-oxo-hexanedicarboxylic acid.