NEETChemistryCarboxylic Acid Derivatives
What is the major organic product formed when 1-methylcyclopentene is treated with hot acidic KMnO ₄ ?
Options
- A1-Methylcyclopentane-1,2-diol
- B5-Oxohexanoic acid
- CHexanedioic acid
- D2-Methylpentanedioic acid
Correct answer
B. 5-Oxohexanoic acid
Step-by-step solution
When 1-methylcyclopentene is treated with hot acidic KMnO ₄ , the internal C=C double bond undergoes complete oxidative cleavage, resulting in the opening of the five-membered ring. The doubly bonded carbon atom bearing the methyl group has no vinylic hydrogen atoms, so it is oxidized to a ketone group. The other doubly bonded carbon atom has one vinylic hydrogen atom, so it is oxidized to a carboxylic acid group. The resulting straight-chain molecule contains six carbon atoms in total: the five carbons from the ri