Section 17 - Ethers, Epoxides, and Sulfides
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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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