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Chapter 5 Structure and preparation of Alkenes. Elimination Reactions

5.1 Alkene Nomenclature
Ethylene
5.2 Structure and Bonding in Alkenes
5.3 Isomerism in Alkenes
5.4 Naming Stereoisomeric Alkenes by the E-Z Notational System

5.5 Physical Properties of Alkenes
5.6 Relative Stabilities of Alkenes
5.7 Sources of Strain in Cycloalkenes

5.8 Preparation of Alkenes: Elimination Reactions
5.9 Dehydration of Alcohols
5.10 Regioselectivity in Alcohol Dehydration: The Zaitsev Rule
5.11 Stereoselectivity in Alcohol Dehydration
5.12 The Mechanism of Acid-Catalyzed Dehydration of Alcohols
5.13 Rearrangements in Alcohol Dehydration

5.14 Dehydrohalogenation of Alkyl Halides
5.15 Mechanism of the Dehydrohalogenation of Alkyl Halides: The E2 Mechanism
5.16 Anti Elimination in E2 Reactions: Stereoelectronic Effects
5.17 A Different Mechanism for Alkyl Halide Elimination: The E1 Mechanism
5.18 Summary


Resources Outside of Columbia


Resources at Columbia (308 Havemeyer)

ChemTV:
- #15 E2 reactions
- #16 E1 reactions


Organic Reaction Mechanisms:
- Elimination Reactions
a) dehydration of n-butyl alcohol
b) E1 mechanism
c) E2 mechanism
d) proton loss from carbocations
- Carbocations
a) rearrangement with hydride shift
b) rearrangement forming an alkene


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