CHM247H1 Chapter Notes - Chapter 18: Williamson Ether Synthesis, Diethyl Ether, Crown Ether

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13 Mar 2014
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Ethers and epoxides; thiols and sulfides: ether: a compound that has 2 organic substituents bonded to the same oxygen atom, thiol: a thiol compound containing the sh functional group. Sulfide: a compound that has 2 organic substituents bonded to the same sulfur atom, Rsr": common ethers are diethyl ether and tetrahydrofuran. 18. 1 names and properties of ethers: simple ethers with no other functional groups are names by identifying the 2 organic substituents and adding the word ether. If other functional groups are present, the ether part is considered an alkoxy substituent (p-dimethoxy benzene): the oxygen is sp3 hybridized. It gives the molecule a slight dipole moment, leading to a slightly higher boiling point: ethers are relatively stable and non-reactive. Some react slowly with the oxygen in air to give peroxides. The williamson ether synthesis: can use a sulfuric acid catalyzed reaction of alcohols. Takes place via a sn2 mechanism: the alkyl halide needs to be primary.

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