Chem 232 Lecture 12 - UIC Department of Chemistry - University of ...
Chem 232 Lecture 12 - UIC Department of Chemistry - University of ... Chem 232 Lecture 12 - UIC Department of Chemistry - University of ...
Epoxides are Preparedvia Alkene EpoxidationOH 3 C OHacetic acidOOH 3 C O Hperoxyacetic acid• peroxyacids are source of electrophilic oxygen atoms• addition of a single oxygen atom across double bond• similar to formation of bromonium ion intermediate• don’t worry about mechanism; for curious see textbook page 257University of IllinoisUICat Chicago CHEM 232, Spring 2010Slide 32Lecture 12: February 1832
Examples• any peroxyacid will work• more substituted double bonds react faster• because only adding one atom across double bond, must be syn additionUniversity of IllinoisUICat Chicago CHEM 232, Spring 2010Slide 33Lecture 12: February 1833
- Page 1 and 2: CHEM 232Organic Chemistry IUniversi
- Page 3 and 4: 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 30 and 31: CHEM 232Organic Chemistry IUniversi
- Page 34 and 35: Alkenes are Cleaved via Ozonolysiso
- Page 36 and 37: CHEM 232Organic Chemistry IUniversi
- Page 38 and 39: Synthetic RouteHow could you prepar
- 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
Examples• any peroxyacid will work• more substituted double bonds react faster• because only adding one atom across double bond, must be syn addition<strong>University</strong> <strong>of</strong> Illinois<strong>UIC</strong>at Chicago CHEM <strong>232</strong>, Spring 2010Slide 33<strong>Lecture</strong> <strong>12</strong>: February 1833
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