5-CH151PS5KEYF07

5-CH151PS5KEYF07 - CHEMISTRY 151L.001 Fall 2006 Problem Set...

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Unformatted text preview: CHEMISTRY 151L.001 Fall 2006 Problem Set 5 October I 6-20 I Organizing youl toolbox: Alkene Reactions a) Write the structure of the major organic product for each of the following reactions. b) lndicate which of the mechanisms involves: i) a carbocation intel'mediate. ii) concerted addition of A-B to the alkene iii) a 3-membered ring intermediate iv) a catalyst v) rear.arrgernenrsf6try;q 6\6k vcdrro*1rr^^L* rcacltN nvdvtn5c: "I c) For rhose reactions malked witfl an asterix be ablo,{o explain lhe regioslectivily of the 'l orP+l f 'hh\ ailoF k-{t a' f Psl,itlr. ok--b \-t /v\orkovnt ov- ., gr ql A.- \-J a^1- /uvtovi\ov cr--- C- 1 _l 6tc, I HP lnrtsl, I Pd/c , I t \ t l l,j,\f, ot- dL w .. HBr (dark) Hzo 1. BH3, THF 2. H2O2, NaOH ^\ttato'Vov via- C+ v 'o$ I \l Mtt, (AlntVN V,n C+ cat. H2S04 ;6"tj*rr 1 . o o 2. H2O2, NaOH HzQ o* I Ci^ hnl'/MrV"ani\ov CcncvlD alhl''P % *_,+ Cfijqo* C H M l 5 l ( H l . S ) ; P r o b l e m S c t 5 2 Introduction to basic synthesis. Suggest structures for the alkenes that would give the following products. More than one possible answer may be acceptable for some questions. 1 . H g ( O A c ) 2 , H 2 O cH3cH2cH2cH(oH)c.H3 2. NaBH4 DU I ..---"v- A M r \ o v n l t t v ndl' oo2,lt )-,: V }q- c . b . 2-methylpenlane )-----,Et '"'^l ( \ , hrrot x-f g4r u....
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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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5-CH151PS5KEYF07 - CHEMISTRY 151L.001 Fall 2006 Problem Set...

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