Question
Which of the following alkenes on oxidation by KMnO _4 in dil H _2 SO _4 forms adipic acid ?
Which of the following alkenes on oxidation by KMnO _4 in dil H _2 SO _4 forms adipic acid ?
D. Cyclohexene
Oxidation of alkenes with acidic KMnO _4 leads to the cleavage of the carbon-carbon double bond, converting the vinylic carbons into carboxylic acids, ketones, or CO _2 depending on the substitution. Cyclohexene is a cyclic alkene with a six-membered ring. Upon oxidative cleavage, the ring opens to form a straight-chain dicarboxylic acid with six carbon atoms. The reaction is: Cyclohexene KMnO _4, H ^+ HOOC -( CH _2)_4- COOH (Adipic acid). Hex-1-ene gives pentanoic acid and CO _2. Hex-2-ene gives acetic acid and butanoic acid. Hex-3-ene gives two moles of propanoic acid. Answer: Cyclohexene
Related: Chemistry — Hydrocarbons · All PYQ Banks