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Anybody have links to papers covering theory or experiments on the effect of a co-solute on the solubility of a compound?

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 @Jean-Claude, I think I know where you're going, but it might help to offer a little background to the question to help get us all on the same page. Feel free to link to your solubility studies pages/papers. You can edit both the title and body of your question at any time. – Administrator♦ Nov 19 at 20:18
We are finding that phenylacetic acid enhances the solubility of our diamide Ugi product in benzene. I'll blog about this shortly but see this experiment in progress onschallenge.wikispaces.com/Exp146 . My guess is this is related to double hydrogen bonding between an amide and carboxylic acid. It would be nice to get a few reference about a similar effect. – Jean-Claude Bradley Nov 28 at 16:30
BTW I have email notification turned on for this but didn't get an alert when you responded – Jean-Claude Bradley Nov 28 at 16:31

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If you consider enantiomers to be co-solutes, then the area of resolution technology should have ample data and theory. Here, the effect is being used to purify a mixture by selectively crystallizing away the unwanted enantiomer. For example Polenske has a 2007 paper that treats the specific case of Propranolol.

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Yes absolutely - this is a very useful reference Rich - thanks! – Jean-Claude Bradley Nov 28 at 16:14

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