Electra - 9-5-2014 at 07:47
Or any full deprotonations for that matter. How is the solubility of the resulting salt determined? Often the base is water soluble and the organic
compound is not, or is only partially. Is there a rule by which the solubility of these resulting enolates could be determined?
This struck me as curious when debating the use of a nitronate salt of sodium hydroxide in a grignard reaction. Perhaps it could work if the nitronate
salt were made in THF or Toluene? Nitroalkanes, and Toluene, both usually being hydrophobic.
[Edited on 9-5-2014 by Electra]
DraconicAcid - 9-5-2014 at 08:33
It will have its own solubility. Because they are ionic, they will tend to be less soluble in nonpolar solvents than the neutral organic molecules.