Ethers

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Ethers
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H-Bonding in Ethers
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Solvation
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Crown Ethers Can Act as Phase Transfer Catalysts
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Nomenclature
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Alkene Oxides, Oxiranes or Epoxides
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Several Naming Methods
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Epoxide groups are Common in Biologically Active
Molecules
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A New Class of Anti-tumor Agents
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(No Transcript)
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Epoxides are Extremely Reactive
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Williamson Ether SynthesisPreparation of
Unsymmetrical Ethers
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Williamson Ether Synthesis SN2
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Oxymercuration HydrationMarkovnikov
additionRegiospecific Reaction
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Alkoxymercuration
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Use an Alcohol Instead of H2O
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(No Transcript)
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Intramolecular Alkoxymercuration
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Epoxide PreparationFrom Alkenes
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Epoxide PreparationFrom Halohydrins
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Mechanism
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Propose a Mechanism
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Reaction of Ethers
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Unsymmetrical Ethers
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Examples
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Base Catalyzed Ring-Opening of Epoxides
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Base Opens Ring from Unhindered Side
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Grignard Reagents open Epoxides
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Ring-Opening is Sterically Controlled
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Acid Catalyzed Ring-OpeningAqueous and in Alcohol
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RegiochemistryRing Opens at More Hindered Site
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Different Regiosomers
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Why does Acid Catalyzed Opening Give Inversion?
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Propose a Mechanism
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2 Successive SN2 Reactions
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Provide a Mechanism
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Benzene Toxicity