11-02 - 11/2/2009 11/2/2009 1 Last day to change a class to...

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Unformatted text preview: 11/2/2009 11/2/2009 1 Last day to change a class to or from the Pass/No Credit (P/NC) option. Last day to change a class to or from the Pass/No Credit (P/NC) option. 1 Last day to drop a course. Last day to drop a course. Alkenes: Addition Reactions O O H2C O C C H H H H 2 HO H H H CH O H2C O O H H Alkene Additions 3 A B B Electrophilic addition to an alkene 4 The The alkene alkene acts as a base. acts as a base. The The HBr HBr is an acid. is an acid. Which substrate acts as a base in the first step of this reaction? Which substrate acts as a base in the first step of this reaction? Which substrate acts as a base in the second step of this reaction? Which substrate acts as a base in the second step of this reaction? A The bromide acts as a base. The bromide acts as a base. The The carbocation carbocation is an acid. is an acid. LUMO LUMO HBr HBr An acid is an electron An acid is an electron * acid acid base base 2e 2e- MO description 5 An acid is an electron An acid is an electron acceptor. So the most acceptor. So the most important orbital important orbital is the LUMO is the LUMO The The alkene alkene acts as a base. acts as a base. So the most important orbital is the HOMO So the most important orbital is the HOMO HOMO HOMO base base H H H H 3 C H Br + H What if we use What if we use propene propene instead? instead? Unstable protonated alkene collapses to a more stable configuration Which is the preferred Which is the preferred 6 Br H 3 C H H H Which is the preferred Which is the preferred carbocation carbocation?...
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This note was uploaded on 12/25/2009 for the course CHE 320 taught by Professor Ff during the Spring '09 term at SUNY Stony Brook.

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11-02 - 11/2/2009 11/2/2009 1 Last day to change a class to...

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