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P. 696 I. Carbonyl  -Substitution using Enols 2. Reactions of Enols c.  -Halogenation of aldehydes and ketones d. The Hell-Volhard-Zolinskii reaction.

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Presentation on theme: "P. 696 I. Carbonyl  -Substitution using Enols 2. Reactions of Enols c.  -Halogenation of aldehydes and ketones d. The Hell-Volhard-Zolinskii reaction."— Presentation transcript:

1 p. 696 I. Carbonyl  -Substitution using Enols 2. Reactions of Enols c.  -Halogenation of aldehydes and ketones d. The Hell-Volhard-Zolinskii reaction

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3 p. 696 I. Carbonyl  -Substitution using Enols 3. Limitations of Enols a. Equilibrium

4 p. 696 I. Carbonyl  -Substitution using Enols 3. Limitations of Enols a. Equilibrium b. Reactivity

5 p. 696 II. Carbonyl  -Substitution using Enolates 1. Advantages of Enolates a. Reactivity

6 Fig. 17-5, p. 703 Electron Distribution in Enolates Resonance Hybrid

7 p. 696 II. Carbonyl  -Substitution using Enolates 1. Advantages of Enolates a. Reactivity b. Quantitative formation

8 II. Carbonyl  -Substitution using Enolates 2. Preparation of Enolates a. pKa’s of important  -hydrogens

9 p. 696 II. Carbonyl  -Substitution using Enolates 2. Preparation of Enolates a. pKa’s of important  -hydrogens b. The Bases Used [6] Li + - CH 2 CH 2 CH 2 CH 3 CH 3 CH 2 CH 2 CH 3 44 100%

10 p. 696 II. Carbonyl  -Substitution using Enolates 3. Reactions of Enolates a. The reactive site

11 p. 696 II. Carbonyl  -Substitution using Enolates 3. Reactions of Enolates a. The reactive site b. Reactions of ketones i. thermodynamic and kinetic enolates.

12 p. 696 II. Carbonyl  -Substitution using Enolates 3. Reactions of Enolates a. The reactive site b. Reactions of ketones i. thermodynamic and kinetic enolates. c. Reactions of nitriles and esters

13 p. 696 II. Carbonyl  -Substitution using Enolates 3. Reactions of Enolates d. Active methylene compounds i. Malonic ester synthesis

14 p. 696 II. Carbonyl  -Substitution using Enolates 3. Reactions of Enolates d. Active methylene compounds ii. DAM amino acid synthesis


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