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 ...
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Halogen Addition DoesInvolve Halonium IonsH 3 CH 3 CBrHHBrH 3 CH 3 CBrHHBrH 3 CH 3 CBrH 3 CBrH 3 CBrH HHBrH• electron pair in π-bond form new bond to bromine atom asBr-Br bond breaks• lone pair <strong>of</strong> electrons on bromine form new bond to alkenecarbon losing a bond at the same time (concerted)• halonium ions (three-membered rings with one halogen) areintermediates; no carbocation intermediates<strong>University</strong> <strong>of</strong> Illinois<strong>UIC</strong>at Chicago CHEM <strong>232</strong>, Spring 2010Slide 25<strong>Lecture</strong> <strong>12</strong>: February 1825