Chapter_7_Eli - Chapter 7 Alkenes and Alkynes I: Properties...

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Unformatted text preview: Chapter 7 Alkenes and Alkynes I: Properties and Synthesis Elimination Reactions of Alkyl Halides Chapter 7 2 Synthesis of Alkenes via Elimination Reactions Dehydrohalogenation Reactions by an E2 mechanism are most useful E1 reactions can be problematic E2 reaction are favored by: Secondary or tertiary alkyl halides Alkoxide bases such as sodium ethoxide or potassium tert-butoxide Bulky bases such as potassium tert-butoxide should be used for E2 reactions of primary alkyl halides Chapter 7 3 Zaitsevs Rule: Formation of the Most Substituted Alkene is Favored with a Small Base Some hydrogen halides can eliminate to give two different alkene products Zaitzevs Rule: when two different alkene products are possible in an elimination, the most highly substituted (most stable) alkene will be the major product This is true only if a small base such as ethoxide is used Chapter 7 4 The transition state in this E2 reaction has double bond character The trisubstituted alkene-like transition state will be most stable...
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This note was uploaded on 08/08/2009 for the course CHEMICAL 11189 taught by Professor Dr.azmi during the Spring '09 term at International University in Germany.

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Chapter_7_Eli - Chapter 7 Alkenes and Alkynes I: Properties...

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