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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.


Learning Progress: Step 21 of 49 in this series