2. Electron Distribution in Keto-Enol Tautomers
p. 696

3. Electron Distribution in Keto-Enol Tautomers
Resonance Hybrid
p. 696

4. Electron Distribution in Enolates
Resonance Hybrid
Figure 17.5
Mechanism of enolate ion formation by abstraction of an α proton from a carbonyl compound. The enolate ion is stabilized by resonance, and the negative charge (red) is shared by the oxygen and the carbon atom, as indicated by the electrostatic potential map.
Fig. 17-5, p. 703

5. Table 17-1, p. 705

6. Figure 17.6
The electrostatic potential map of acetone enolate ion shows how the negative charge is delocalized over both the oxygen and the α carbon. As a result, two modes of reaction of an enolate ion with an electrophile E+ are possible. Reaction on carbon to yield an α-substituted carbonyl product is more common.
Fig. 17-6, p. 707