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Ethers.

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Presentation on theme: "Ethers."— Presentation transcript:

1 Ethers

2 H-Bonding in Ethers

3 Solvation

4 Crown Ethers Can Act as Phase Transfer Catalysts

5 Nomenclature

6 Alkene Oxides, Oxiranes or Epoxides

7 Several Naming Methods

8 Epoxide groups are Common in Biologically Active Molecules

9 A New Class of Anti-tumor Agents

10

11 Epoxides are Extremely Reactive

12 Williamson Ether Synthesis Preparation of Unsymmetrical Ethers

13 Williamson Ether Synthesis: SN2

14 Oxymercuration Hydration Markovnikov addition Regiospecific Reaction

15 Alkoxymercuration

16 Use an Alcohol Instead of H2O

17

18 Intramolecular Alkoxymercuration

19 Epoxide Preparation From Alkenes

20 Epoxide Preparation From Halohydrins

21 Mechanism

22 Propose a Mechanism

23 Reaction of Ethers

24 Unsymmetrical Ethers

25 Examples

26 Base Catalyzed Ring-Opening of Epoxides

27 Base Opens Ring from Unhindered Side

28 Grignard Reagents open Epoxides

29 Ring-Opening is Sterically Controlled

30 Acid Catalyzed Ring-Opening Aqueous and in Alcohol

31 Regiochemistry Ring Opens at More Hindered Site

32 Different Regiosomers

33 Why does Acid Catalyzed Opening Give Inversion?

34 Propose a Mechanism

35 2 Successive SN2 Reactions

36 Provide a Mechanism

37 Benzene Toxicity


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