057_Ho_10_RG_7_07 - Chem 057 J. Walcott CENTER FOR LEARNING...

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Chem 057 CENTER FOR LEARNING AND TEACHING Handout #10 J. Walcott LEARNING STRATEGIES CENTER Fall 2007 Review Guide #7 Lectures: 10/1/07 – 10/10/07: Chapters 4 and 19 I. Alkene Addition Reactions (continued from Review Guide #6) A. Syn-Anti Addition 1. Hydrohalogenation (add HX) 2. Hydration (add H-OH) 3. Free Radical Addition of HBr B. Anti Addition 1. Halogenation (add Br 2 or Cl 2 ) 2 . Halohydrin formation (add Br 2 or Cl 2 and water) 3. Oxymercuration - demercuration or reduction (adds OR-H) C. Syn Addition Note: Syn addition usually involves a concerted mechanism ie. the reaction occurs in a single step without intermediates. As with anti addition, the number of possible products is fewer with syn addition than with syn-anti addition. 1. Hydrogenation – adds 2 H ± s Know the overall transformation that occurs when an alkene is treated with H 2 in the presence of Pt, Pd or Ni catalyst. (Recall Suzanne Sommers) 2. Hydroboration-oxidation – adds H and OH Know the reaction conditions used, mechanism and overall transformation as it was presented in lecture. Direct substitution of the – BH 2 from the first reaction by –OH from the second, explains the observed anti-Markovnikov regiochemistry. 3.
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This note was uploaded on 09/12/2008 for the course CHEM 057 taught by Professor Walcott, j during the Fall '07 term at Cornell University (Engineering School).

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057_Ho_10_RG_7_07 - Chem 057 J. Walcott CENTER FOR LEARNING...

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