Chapter_6_-_Alkene_Structure_&_Reactivity

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Chapter 6: Alkene Structure and Reactivity 1
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Alkene Structure and Reactivity Why study alkenes? Examples: 2
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Degree(s) of Unsaturation: Alkenes are Degree of unsaturation: 1-hexene has Calculating Degree(s) of Unsaturation: 3
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Naming Examples: Note: Disubstituted alkenes (E)-2-pentene (E)-1-chloro-2-methyl-2-pentene 4
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Stability of Substituted Alkenes C C R R R R C C R H R R C C R H H R C C H H H R R = substituent group 5
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Stability of Substituted Alkenes More substituted alkenes have increased stability due to: 6
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Stability of Cis-Trans Alkenes trans -2-butene cis -2-butene Steric strain 7
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Electrophilic Addition of HX to Alkenes
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Unformatted text preview: With ethylene, there is only one possible product: On the other hand, propylene COULD react to from 2 isomeric products In practice, 2-bromopropane is formed 8 Reaction of Propylene with HBr C C H CH 3 H H + H Br C C H CH 3 H H H + Br-Addition proceeds via the 9 Carbocation Stability More substituted carbocations are Hyperconjugation: Inductive effects: 10 The Hammond Postulate Link between Two cases: 1) For an endergonic reaction step: 2) For an exergonic reaction step: 11...
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This note was uploaded on 04/25/2010 for the course CHM CHM138H1 taught by Professor Browning during the Fall '08 term at University of Toronto- Toronto.

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Chapter_6_-_Alkene_Structure_&_Reactivity - With...

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