"In the enolate ion, the inductive effect of the positively polarized carbonyl carbon strongly stabilizes the negative charge at the a-position. Aldehydes are stronger acids than ketones because their carbonyl carbon bears a larger partial positive charge (...) Further strong stabilization is provided by delocalization of charge onto the electronegative oxygen, as described by the resonance forms just pictured. The effect of delocalization is also refl ected in the electrostatic potential map of the acetone enolate shown in the margin (on an attenuated scale), which exhibits negative charge (red) on the a-carbon as well as on the oxygen. An example of enolate formation is the deprotonation of cyclohexanone by lithium diisopropylamide (LDA; Section 7-8)."