Section 17 - Ethers, Epoxides, and Sulfides

Ethers, Epoxides, and Sulfides -- Section 17 of Organic Chemistry Notes is 7 pages in length (page 17-1 through page 17-7) and covers ALL you'll need to know on the following lecture/book topics:


SECTION 17 – Ethers, Epoxides, and Sulfides

17-1 -- Nomenclature of Ethers (R-O-R’)
  · Common Names of Some Ethers
  · Epoxides = Cyclic, 3-Membered Ring Ethers
  · “Oxiranes”
  · IUPAC Names of Ethers
17-2 -- Preparation of Ethers
  · Williamson Ether Synthesis (SN2)
  · Possible E2 Side Reactions
17-3 -- Preparation of Epoxides
  · 2 Ways to Form a Ring Ether (Epoxide)
  · Alkene + Peroxyacid (RCO3H) --> Epoxide + Carboxylic Acid
  · Meso Compound Products and Enantiomeric Epoxide Products
  · Cyclization of Bromohydrins to Form Epoxides
17-5 -- Ring-Opening Reactions of Epoxides
  · The Acid-Catalyzed Epoxide Ring Opening
  · The Base-Catalyzed Epoxide Ring Opening
  · Stereochemistry Concerns
17-6 -- The Addition of Grignard Reagent to Epoxides
17-6 -- Sulfides (R-S-R’)

  · Sulfides = Sulfur Analogs of Ethers
  · Preparation of Sulfides
  · The Thiolate Ion, RS-
17-7 -- 2 Major Differences Between Sulfides and Ethers
  · Sulfides are Good Nucleophiles
  · Sulfides are Easily Oxidized (via 1. H2O2; followed by 2. CH3CO3H)

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