14: Ethers, Epoxides and Thioethers
- Page ID
- 183033
After reading this chapter and completing ALL the exercises, a student can be able to
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predict relative boiling points and solubilities of ethers (refer to section 15.1)
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explain how ether solvents stabilize electrophilic reagents (refer to section 15.1)
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determine the structures of ethers from their spectra, and explain their characteristic absorptions and fragmentations (refer to section 15.2)
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devise efficient laboratory synthesis of ethers and epoxides, including:
a) Williamson ether synthesis (refer to section 15.3)
b) alkoximercuration-demercuration (refer to section 15.4)
c) peroxyacid epoxidation (refer to Chapter 9 section 12)
d) base-promoted cyclization of halohydrins (refer to section 15.7)
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predict the products or reactions of ethers and epoxides, including:
a) acidic cleavage of ethers (refer to section 15.5)
b) opening of epoxides (refer to section 15.8)
c) reactions of epoxides with organometallic reagents (refer to section 15.10)
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explain how Crown ethers solvate metal cations (refer to section 15.10)
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explain the reaction of epoxy monomers to form the adhesive resin (refer to section 15.11)
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describe the structure and reactive of sulfides (refer to section 15.12)
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use your knowledge of chemical reactivity to propose mechanisms and products for similar reactions you have never seen before (chapters to date)
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propose multiple-step syntheses using all of the reactions studied through this chapter (chapters to date)
Please note: IUPAC nomenclature and important common names of alcohols were explained in Chapter 3.