Chem 232 Lecture 12 - UIC Department of Chemistry - University of ...

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Synthetic RouteHow could you prepare 1-methylcyclohexene frommethylcyclohexane?CH 3?CH 3Step One: Write the synthesis out in the forward direction includingall necessary reagents and conditions.CH 3 Br 2 , CHCl 3light, 60 ºCCH 3BrNaOCH 2 CH 3DMSO, 55 ºCCH 338University of IllinoisUICat Chicago CHEM 232, Spring 2010Slide 38Lecture 12: February 18
Self Test QuestionWhich retrosynthetic analysis is correct for thesynthesis of 2-bromocyclopentanol?A.BrOHBrOHBr 2 , CHCl 3light, 60 ºCBrB.BrOHBrNaOCH 2 CH 3DMSO, 55 ºCBr 2H 2 O/THFBrOHC.BrOHOHD.BrOHOHUniversity ofUICIllinois at ChicagoCHEM 232, Spring 2010Slide 39Lecture 12: February 1839
Page 1 and 2: CHEM 232Organic Chemistry IUniversi
Page 5 and 6: Boranes - Structure & ElectronicsHH
Page 8 and 9: Stoichiometry of Hydroboration6 xB
Page 10 and 11: Oxidation StephydroborationB 2 H 6d
Page 12 and 13: Regioselectivity DeterminedDuring H
Page 14 and 15: Regioselectivity - 1st RationaleSte
Page 16 and 17: Self Test QuestionWhat is the produ
Page 18 and 19: Alkene-Halogen AdditionC C + X Yadd
Page 20 and 21: Halogenation is Stereospecific• a
Page 22 and 23: Stereospecific ReactionsStereospeci
Page 24 and 25: Halogen Addition DoesNot Involve Fr
Page 26 and 27: Anti Addition..-: Br:....Br..:..Br.
Page 28 and 29: Halogen Addition Modification:Aqueo
Page 32 and 33: Epoxides are Preparedvia Alkene Epo
Page 34 and 35: Alkenes are Cleaved via Ozonolysiso
Page 40 and 41: Self Test QuestionDevise a retrosyn
Page 42 and 43: Self Test QuestionWhich starting ma
Page 44: Quiz & Exam AveragesQuiz 1 = 61%Qui

Chem 232 Lecture 12 - UIC Department of Chemistry - University of ...

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