Skip to main content
Chemistry LibreTexts

Solution 29

In both cases, an OH bond dissociates into ions.  Methoxide, the conjugate base of methanol, possesses a localized negative charge on oxygen.  In contrast, the acetate ion has two resonance forms and is able to delocalize its charge onto a second oxygen atom.  Thus in the acetate ion the negative charge is better accommodated, stabalizing acetate and making it the weaker base.

Screen Shot 2014-04-25 at 11.04.28 AM.png