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Topic: protonation  (Read 3711 times)

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Offline madscientist

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protonation
« on: May 12, 2007, 10:29:03 PM »
Im looking at a reaction i did which involved the protonation of a
sodium salt of a beta-keto acid.  The reaction scheme is shown below.  I diluted some concentrated sulfuric acid and used this for the protonation step, what's got me puzzled is I cant figure out if its the sulfuric acid that directly protonates the beta-keto acid or whether it involves the formation of a hydronium ion when i diluted the sulfuric acid with water and whether it is this hydronium ion that protonates the beta-keto acid.

In short was it the sulfuric acid that supplied the hydrogen or a hydronium ion?

And what happens to the sodium?
The only stupid question is a question not asked.

Offline Yggdrasil

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Re: protonation
« Reply #1 on: May 12, 2007, 10:50:33 PM »
If you put sulfuric acid in water, you no longer have sulfuric acid; you have hydronium ions, bisulfate ions, and sulfate ions since sulfuric acid will dissociate completely.

The sodium ions stay in solution and act as a counter ion to the bisulfate and sulfate ions.

Offline madscientist

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Re: protonation
« Reply #2 on: May 13, 2007, 09:50:31 PM »
Thanks Yggdrasil,

 
The only stupid question is a question not asked.

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