1. Cold, dilute KMnO4 (syn-dihydroxylation):
* Conditions: Cold, dilute solution of KMnO4 in water with a base like NaOH.
* Product: 2,3-butanediol (a vicinal diol)
* Equation:
CH3CH=CHCH3 + [O] + H2O → CH3CH(OH)CH(OH)CH3
Note: The [O] represents the oxidizing agent from KMnO4.
2. Hot, concentrated KMnO4 (oxidative cleavage):
* Conditions: Hot, concentrated solution of KMnO4 in water with a base like NaOH.
* Products: Acetic acid (CH3COOH) and Carbon dioxide (CO2)
* Equation:
CH3CH=CHCH3 + 4[O] + H2O → 2CH3COOH + CO2
Note: The [O] represents the oxidizing agent from KMnO4.
In summary:
* Cold, dilute KMnO4: 2-butene undergoes syn-dihydroxylation to form 2,3-butanediol.
* Hot, concentrated KMnO4: 2-butene undergoes oxidative cleavage to form acetic acid and carbon dioxide.