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Topic: tautomerization  (Read 6146 times)

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Offline fishyfisherman77

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tautomerization
« on: November 22, 2009, 04:57:40 PM »
what is tautomerization. dont understand :-\

Offline BetaAmyloid

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Re: tautomerization
« Reply #1 on: November 22, 2009, 05:02:50 PM »
The method of taking isomers to a form of tautomers, or isomers of organic substances.
Discovery consists of seeing what everybody has seen and thinking what nobody has thought - Albert Szent-Györgyi

Offline Marvinthefish

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Re: tautomerization
« Reply #2 on: November 23, 2009, 06:36:32 AM »

The method of taking isomers to a form of tautomers, or isomers of organic substances.

Huh?

OP, tautomerization is a chemical reaction that allows isomers of a chemical compound to interconvert. Isomers have the same number of atoms, just rearranged a bit. Most common example of tautomerization is the conversion of a ketone into an enol (see below). As you can see the first molecule has the same number of C's, O's and H's as the second molecule, but the arrangement of atoms is different.

The reaction is reversible. Most chemists imagine molecules (that can tautomerize) to exist as a mixture of tautomers, or even as a structure "in between" the two tautomers.

Hope this helps. BTW I presume you've looked up that famous online encyclopedia? http://en.wikipedia.org/wiki/Tautomer
Too much fire in the lab today.

Offline BetaAmyloid

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Re: tautomerization
« Reply #3 on: November 23, 2009, 09:09:39 PM »
Right....interconvertion is the isomerization of molecules....and ketone is an organic molecule that is reversible known as a tautomer...or an isomer of an organic substance.  ::)
Discovery consists of seeing what everybody has seen and thinking what nobody has thought - Albert Szent-Györgyi

Offline alchmist

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Re: tautomerization
« Reply #4 on: November 25, 2009, 04:43:22 PM »
The picture you put up is a keto-enol tautomerization. The oxygen has an easy source of electron density from the pi bond system adjacent to it, which is an explanation of why it interconverts from alcohol to ketone.

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