Octet / Reactions
KMnO₄ Oxidative Cleavage
KMnO₄ Oxidative Cleavage (Oxidation.) Converts CC=CC to CC(=O)O.CC(=O)O using KMnO₄ (hot, concentrated). Conditions: Heat, aqueous.
Oxidation
Reaction details
Name
KMnO₄ Oxidative Cleavage
Type
Oxidation
Starting Material
CC=CC
Product
CC(=O)O.CC(=O)O
Reagents
KMnO₄ (hot, concentrated)
Conditions
Heat, aqueous
Mechanism
- Smiles
CC=CC
- Description
2-Butene
- Smiles
CC(=O)O.CC(=O)O
- Description
Cleaved to two carboxylic acids
Tips
Hot, conc. KMnO₄ cleaves double bond
Terminal CH₂= → CO₂
Internal C= → carboxylic acid
For dihydroxylation (not cleavage), use cold, dilute
Related Reactions
ozonolysis
dihydroxylation-syn
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