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Topic: Fumaric Acid to Maleic Acid (Hydration or Reduciton?)  (Read 1186 times)

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Offline bionicman

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Fumaric Acid to Maleic Acid (Hydration or Reduciton?)
« on: March 17, 2014, 10:55:03 PM »
Hi Folks,

My first post here.. please excuse my limited chemistry knowledge.

My understanding of oxidation and reduction in organic chemistry is as follows:

REDUCTION is:
- Gain of electron
- Gain of Hydrogen
- Loss of Oxygen
- Loss of = or triple bond

OXIDATION is:
- Loss of electron
- Loss of Hydrogen
- Gain of Oxygen
- Gain of = or triple bond.


Now... is this correct?

If so, then why do we consider the formation of Maleic Acid from Fumaric Acid (in the Kreb's cycle) as a Hydration and not a Reduction reaction? considering that we indeed gain H and lose a double bond?

We also gain an Oxygen (in the -OH) bond formed... doesn't that make it oxidation?

I'm confused.

What's the best way to explain Oxidation and Reduction reactions in Organic Chemistry?

Thanks in advance guys!

Offline zsinger

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Re: Fumaric Acid to Maleic Acid (Hydration or Reduciton?)
« Reply #1 on: March 18, 2014, 12:45:22 AM »
Think of reduction as a reduction in the number of carbon bonds to electronegative elements. :).  Best way I ever learned it, and as it applies to orgo, the most useful definition IMHO.
             -Z
"The answer is of zero significance if one cannot distinctly arrive at said place with an explanation"

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