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

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Chapter 7 Alkenes and Alkynes I: Properties and Synthesis Elimination Reactions of Alkyl Halides
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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
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Chapter 7 3 Zaitsev’s Rule: Formation of the Most Substituted Alkene is Favored with a Small Base Some hydrogen halides can eliminate to give two different alkene products Zaitzev’s 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
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Chapter 7 4 The transition state in this E2 reaction has double bond character
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