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Chapter 23 Substitution Reactions of Carbonyl Compounds

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Presentation on theme: "Chapter 23 Substitution Reactions of Carbonyl Compounds"— Presentation transcript:

1 Chapter 23 Substitution Reactions of Carbonyl Compounds
at the  Carbon

2 1. Introduction

3 2. Enols

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5 Tautomerization is catalyzed by both acid and base.

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7 3. Enolates

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13 4. Enolates of Unsymmetrical Carbonyl Compounds

14 5. Racemization at the  Carbon
p. 894 p. 894

15 6. Reactions of Enolates—Halogenation at the  Carbon

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18 7. Reactions of Enolates—Direct Enolate Alkylation

19 The stereochemistry of enolate alkylation

20 less substituted kinetic enolate, which then reacts with CH3I to form A.

21 the more substituted thermodynamic enolate, which then reacts with CH3I to form B.

22 9. Reactions of Enolates—Malonic Ester Synthesis

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28 10. Reactions of Enolates—Acetoacetic Ester Synthesis

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