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 ...
Alkenes are Cleaved via OzonolysisozoneO O OR 1 R 3R 2CCR 4synadditionOOOR 1 C C R 3R 2 R 4Alkene Primary (1°)ozonideR 1 O R 3C CR 2 O O• ozone adds across double bonds to give ozonides• ozonides react further with reducing agents to providecarbonyl compounds• we will not discuss mechanism for this reactionR 4Secondary (2°)ozonidereductionOR 1 R 2OR 2 R 3CarbonylcompoundsUniversity of IllinoisUICat Chicago CHEM 232, Spring 2010Slide 34Lecture 12: February 1834
Ozonolyis is a Two Step Processreducing agents;reduce ozonide intermediatepattern = alkene is cut in half and replaced by an oxygenatom at each endcarbonyl product depends on substitution of alkeneUniversity of IllinoisUICat Chicago CHEM 232, Spring 2010Slide 35Lecture 12: February 1835
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Ozonolyis is a Two Step Processreducing agents;reduce ozonide intermediatepattern = alkene is cut in half and replaced by an oxygenatom at each endcarbonyl product depends on substitution <strong>of</strong> alkene<strong>University</strong> <strong>of</strong> Illinois<strong>UIC</strong>at Chicago CHEM <strong>232</strong>, Spring 2010Slide 35<strong>Lecture</strong> <strong>12</strong>: February 1835
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