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protonation for symmetrical molecules
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forumusername

Joined: 29 Jun 2011
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Link to postPosted: Thu Dec 22, 2011 1:33 amPost subject: protonation for symmetrical molecules Reply with quote

Hi,

I'm trying to find the major microspecies of symmetrical molecules.  However, at a given pH the major microspecies tool only gives me the protonated atoms on one "side" of the molecule but not on the other side.  If my molecule is symmetrical (one side is the mirror image of the other), shouldn't the same atoms in each side of the molecule be protonated? Is there anything I should be doing different for symmetrical molecules?

Thanks,

bobgr

Joined: 15 Jun 2004
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Link to postPosted: Thu Dec 29, 2011 4:38 pmPost subject: Reply with quote

When you protonate (or deprotonate) one group in a compound, it changes the basicity (or acidity) of other groups in the compound.  So no, you do not expect both sides to be protonated (or deprotonated).

forumusername

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Link to postPosted: Tue Jan 10, 2012 12:18 amPost subject: Reply with quote

Thanks for the reply!

Could you recommend a good source to read on this topic, please?

Jozsi
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Joined: 25 May 2004
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Link to postPosted: Tue Jan 10, 2012 2:31 pmPost subject: Reply with quote

Hi,

Please look at this site , "http://en.wikipedia.org/wiki/Acid_dissociation_constant"

Phosphoric acid has 3 identical "OH" groups; its "pH-%" distribution provided  under the section of  the "Polyprotic acids". 

Jozsi

forumusername

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Link to postPosted: Mon Jan 16, 2012 8:26 pmPost subject: Reply with quote

Thanks Jozsi!

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