Trifluoroacetic
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Creatine reaction with NaOH
I mixed some creatine with sodium hydroxide solution and heated it to try to make a creatine salt from it but it appears to release a gas that smells
like ammonia. Does anyone know what chemical reaction is taking place when it is heated?
What is being formed?
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ThatchemistKid
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http://en.wikipedia.org/wiki/File:Creatine2.png
that iminium in the structure might be a hint to what happened
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Trifluoroacetic
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I was looking at that and figure it must be cleaving at the N by the acetyl side of the molecule.
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ThatchemistKid
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Could be, or possibly hydrolysis of the iminium
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Trifluoroacetic
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I wonder what that would yield and what sodium salt would be produced. I've discovered that adding HCL to the solid mass yields what appears to be
ammonium chloride gas.
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HydroCarbon
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Ammonium chloride gas? That doesn't exist. You're probably getting some alkyl amine with small amounts of ammonia coming off as a side reaction.
The sodium salt would likely be of the carboxylic acid.
[Edited on 28-4-2011 by HydroCarbon]
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Bot0nist
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http://upload.wikimedia.org/wikipedia/commons/thumb/a/a0/Hyd...
"Hydrochloric acid sample releasing HCl fumes, which are reacting with ammonia fumes to produce a white smoke of ammonium chloride."
Ammonium Chloride 'smoke' can be observed. Not technically a gas, but could easily be mistaken for one.
U.T.F.S.E. and learn the joys of autodidacticism!
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ThatchemistKid
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you are probably getting the ketone instead of the iminium.
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Trifluoroacetic
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Quote: Originally posted by HydroCarbon  | Ammonium chloride gas? That doesn't exist. You're probably getting some alkyl amine with small amounts of ammonia coming off as a side reaction.
The sodium salt would likely be of the carboxylic acid.
[Edited on 28-4-2011 by HydroCarbon] |
That would make sense because it has an ammonia like smell but it's
not quite the same.
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Trifluoroacetic
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Apparently heating creatinine with barium Hydroxide will cause B-methyl hydantoin and ammonia to form. Hydantoins can be further hydrolised in the
presence of a base will cause further hydrolysis to occur. I am assuming that sodium hydroxide is doing the same thing to creatine. Is B methyl
hydantoin useful for anything?
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