Q41 / 150 · MHT CET 2026 (11 April Shift 2) · Chemistry

Cyclohexene on oxidation by $\text{KMnO}_4$ in dilute $\text{H}_2\text{SO}_4$ produces

  • A
    benzene-1,4-dicarboxylic acid
  • B
    pent-2-enoic acid
  • Correct answer
    C
    hexane-1,6-dioic acid
  • D
    benzene-1,2-dicarboxylic acid

Solution

Cyclohexene is a cyclic alkene containing a six-membered ring with one double bond.

When treated with a strong oxidizing agent like $\text{KMnO}_4$ in an acidic medium (dilute $\text{H}_2\text{SO}_4$), the carbon-carbon double bond undergoes oxidative cleavage.

The ring opens up, and the two vinylic carbon atoms are fully oxidized to carboxylic acid groups.

Since cyclohexene contains six carbon atoms, the resulting product is a straight-chain dicarboxylic acid with six carbon atoms.

The product is $\text{HOOC}-(\text{CH}_2)_4-\text{COOH}$, which is hexane-1,6-dioic acid (commonly known as adipic acid).

Answer: hexane-1,6-dioic acid

Hence, the correct answer is option: 'C'.

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