protonation for symmetrical molecules

User 3acd150bb1

22-12-2011 00:33:18


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?


User 870ab5b546

29-12-2011 15:38:15

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).

User 3acd150bb1

09-01-2012 23:18:01

Thanks for the reply!

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

User 851ac690a0

10-01-2012 13:31:51


Please look at this site , ""

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


User 3acd150bb1

16-01-2012 19:26:25

Thanks Jozsi!