Chapter45OutlineF07

Chapter45OutlineF07 - 1 BH 3 2 H 2 O 2 H 2 O NaOH*do not...

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Chapters 4/5 Olefin Lewis structure Hybridization Geometry sp2 vs sp3, %s character cis vs trans E vs Z Stereoisomers Unsaturation # Physical properties MP BP Solubility Cis vs Trans Relative energies of E and Z Mono, di, tri, tetra-substituted alkenes Carbocation stability Alkyl substitution Hyperconjugation Resonance Rearrangements Hydride and methyl shift Free energy diagrams Hammond’s postulate Relationship between carbocation stability, free energy of activation, reaction rate, product distribution with regard to HX addition to alkene RDS Transition state
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Reactions: Addition of the following to an alkene: HCl H 3 O + 1. Hg(OAc) 2 /H 2 O 2. NaBH 4 , NaOH *do not worry about mechanism of second step, NaBH4 addition
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Unformatted text preview: 1. BH 3 2. H 2 O 2 , H 2 O, NaOH *do not worry about mechanism of second step,oxidation of trialkylborane concerted mechanism to mercurium ion concerted mechanism to alkylborane H 2 catalyst For each reaction: Predict products (major) Regioselectivity Mechanism of all except NaBH 4 reduction and H 2 O 2 oxidation as noted above with * Likelihood of rearrangement The only sections from chapter 5 that will be fair game for the first exam are 5.2-5.3 (hydration of an alkene). Make sure you understand what is going on in the mechanisms so that when one of the reactants is changed slightly (instead of H3O+, H 2 O + R) you can make the leap without trouble....
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This note was uploaded on 05/13/2010 for the course CHEM 151L taught by Professor Roy,christopher during the Fall '08 term at Duke.

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Chapter45OutlineF07 - 1 BH 3 2 H 2 O 2 H 2 O NaOH*do not...

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