MWF_18 - Organic Lecture Series CH 310/318 M Textbook...

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Organic Lecture Series 1 CH 310/318 M LECTURE 18 Textbook Assignment: Chapter 6 Today’s Topics: Alkenes Alkenes -addition addition Rxns Rxns Notice & Announcements: HW 4 Due Today 2/27 XM 1 scores posted to BB Organic Lecture Series 2 Reactions Reactions of Alkenes of Alkenes Chapter 6 Chapter 6
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Organic Lecture Series 3 • In electrophilic addition to alkenes, there is the possibility for rearrangement if a carbocation is involved. Rearrangement Rearrangement : A change in connectivity of the atoms in a product compared with the connectivity of the same atoms in the starting material. Carbocation Carbocation Rearrangements Rearrangements Organic Lecture Series 4 – In addition of HCl to an alkene. – In acid-catalyzed hydration of an alkene. HCl ++ 2-Chloro-3,3-dimethylbutane (the expected product; 17%) 2-Chloro-2,3-dimethylbutane (the major product; 83%) 3,3-Dimethyl- 1-butene Cl H 2 SO 4 H 2 O OH 3-Methyl-1-butene 2-Methyl-2-butanol + Carbocation Carbocation Rearrangements Rearrangements
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Organic Lecture Series 5
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This note was uploaded on 03/18/2012 for the course CH 310 M taught by Professor Iverson during the Spring '09 term at University of Texas.

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MWF_18 - Organic Lecture Series CH 310/318 M Textbook...

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