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Topic: how oxidation work in hydrocarbon in the presence of KMnO4  (Read 13195 times)

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Hubert

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how oxidation work in hydrocarbon in the presence of KMnO4
« on: November 19, 2005, 11:27:03 AM »
how oxidation work in hydrocarbon in the presence of KMnO4. For e.g this.
cyclohexene + KMnO4 = cis-1,2-cyclohenanediol


i tot oxidation onli works when it removes one hydrogen atom from a hydroxyl grp attached to the carbon and another hydrogen attached to the same carbon...so how does this work from this equation i wrote above
« Last Edit: November 19, 2005, 12:40:08 PM by Mitch »

Offline FeLiXe

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Re:difficult question...i need help
« Reply #1 on: November 19, 2005, 11:57:33 AM »
cis means they are both on the same side

you go through a cyclic ester

you end up with Mn(V) in MnO3- (which will disproportionate and react again)
Math and alcohol don't mix, so... please, don't drink and derive!

Arsenic

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Re:difficult question...i need help
« Reply #2 on: November 19, 2005, 12:25:01 PM »

Offline Mitch

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Re: how oxidation work in hydrocarbon in the presence of KMnO4
« Reply #3 on: November 19, 2005, 12:41:44 PM »
Hubert: Spell check your posts and write better topic subjects or be banned. Review forum policy on how to write subjects titled "Read This Before Posting!"
Most Common Suggestions I Make on the Forums.
1. Start by writing a balanced chemical equation.
2. Don't confuse thermodynamic stability with chemical reactivity.
3. Forum Supports LaTex

Hubert

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Re: how oxidation work in hydrocarbon in the presence of KMnO4
« Reply #4 on: November 19, 2005, 09:06:54 PM »
hey...ok...now this is the part...oh...where did the hydrogen come from....how cum it attaches to the oxgen atom form nowhere

Hubert

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Re: how oxidation work in hydrocarbon in the presence of KMnO4
« Reply #5 on: November 19, 2005, 09:10:14 PM »
and to what i learn in class...oxidation only involve the lose of a hydrogen attached to the carbon and a hydrogen of a hydroxyl grp attached to the same carbon...then how did oxidation work in the above diagram...sorrie...i'm realli confused

Arsenic

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Re: how oxidation work in hydrocarbon in the presence of KMnO4
« Reply #6 on: November 19, 2005, 10:38:30 PM »
see if this sheds any light on things
« Last Edit: November 19, 2005, 10:39:41 PM by Arsenic »

Hubert

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Re: how oxidation work in hydrocarbon in the presence of KMnO4
« Reply #7 on: November 20, 2005, 02:41:58 AM »
i mean with only cyclohexene and pottaium permanganate...how do they oxidise to becum an alcohol?

Offline Albert

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Re: how oxidation work in hydrocarbon in the presence of KMnO4
« Reply #8 on: November 20, 2005, 12:12:40 PM »
To quote the poet, 'Water,water, water, nor any drop to drink!'

Water plays its role in this reaction by 'giving' H-atoms to the diol. Arsenic posted a complete mechanism for this reaction, where you can appreciate how water 'completes' the diol.
Not only does water take part in the reaction: also OH- does it!

However, if you want to see the electrons moving, look at the arrows (every arrow is a couple of electrons)
« Last Edit: November 20, 2005, 12:20:27 PM by Albert »

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