[mazing]

If i have a set of different polar organic compounds and different polar (protic and aprotic) solvents, how can i determine which compound will be the most soluble in each of the solvents? This without using any sort of tools such as a solubility predictor. What difference between the compounds should I note to determine the relative solubility of each?

[rolnor]

Do you have any ideas? I think hydrogen bonding ability, dipolmoment and large lipophilic parts in the molecule are important. Can you maybe post the structures here?

[wildfyr]

Also, remember that sometimes things are truly miscible, not just soluble.