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Author: Subject: Creatine vs Creatine ethyl ester
nelsonB
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[*] posted on 24-1-2014 at 01:28
Creatine vs Creatine ethyl ester


Hi
i have seen that Creatine is a tautomeric molecule
and its self condensation is creatinine
its ester Creatine ethyl ester
should not self condense to make creatinine in normal term
since the acid group is already taken
but
in the manufacturing of Creatine ethyl ester
should not its acidic environemnt in the estefication make also some creatinine in the process ?


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Dr.Bob
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[*] posted on 24-1-2014 at 08:00


I would think that when creatine is protonated, the nitrogen lone pair will be busy, thus unable to attack the carbonyl and cyclize into creatinine. So I would not expect the ethyl ester formation reaction to make much creatinine, but all of those reactions are in equilibrium, so there would likely be some creatinine there no matter what. Plus, any attempt to analyze the material would like dissolve it is a solvent that may well shift the equilibrium, so doing the analysis might change the results (see the Heisenberg Uncertainly principle for more information.) But I would guess there would not be too much creatinine in the ethyl ester.
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Nicodem
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25-1-2014 at 09:40

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