[Zensation]

If the pKa's are known, how does one determine the degree of deprotonation?

For example, the Sodium enolate salt can be isolated from an active methylene compound with a pKa of 9.5 by reaction with NaOH. Yet, in a reaction involving this enolate, there are indications of base disassociation by evidence of side reaction products. This would seem to indicate that deprotonation was not 100%, yet, was largely to the right.

Is there some sort of rule/calculation a person can use to determine the degree of deprotonation that has taken place?

[zsinger]

Yep.  Called Percent Ionization .  Its a Chemistry 2 Concept.
              -Zack

[Zensation]

Thanks!

I was looking into this concept. It seems you can only calculate it based off known levels of ionized acid, before and after, in the solution?

Is it possible to calculate theoretical percent ionization based off of known pKa and pKb values?

[kriggy]

yes, you can calculate α which is degree of dissociation and c is concentration. K is dissociation constant of given acid/base
K=α₂*c /1-α