CHEM 262 Study Guide - Midterm Guide: Williamson Ether Synthesis, Fischer–Speier Esterification, Allyl Group
17 Mar 2016
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Oneclass. comchapter 18 ethers and epoxides: ethers and epoxides. Secondary and tertiary alcohols dehydrate by and e1 mechanism: base catalyzed synthesis of ethers: williamson ether synthesis, williamson ether synthesis of unsymmetrical ethers. Step 1: attack of nah on h attached to alcohol group on benzene ring. Oneclass. comstep 2: attack of nucleophile, o-, on methyl chain. Oxygen attacks the carbon at position number 1 and kicks off the halogen, cl. Step 3: the final product is the attachment of the methyl chain onto the nucleophile to restore neutral charge. I- or br- attacks less hindered alkyl group. If tertiary, allylic or benzylic cleavage occurs by an sn1 or e1 mechanism: x- will attack allylic or benzylic position. Example problem: determine the product(s) of the following reaction. Step 1: attack of oxygen on hydrogen of hbr to create a cation intermediate. Oneclass. comstep 2: oh group leaves to create another cation intermediate.
