1. Ch. 10 – Conjugation in Alkadienes and Allylic Systems
10.1 The Allyl group
10.2 Allylic carbocations
Figure 10.1
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2. 10.3 SN1 Reactions of Allylic Halides
Experiment
10.4 – SN2 reactions also faster on allylic systems
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3. stabilized by resonance
10.5 Allylic Free Radicals
stabilized by resonance
Figure 10.2
10.6 Radical halogenation at allylic positions is possible
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4. 10.7 Allylic Anions
Figure 10.3
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5. 10.7-10.8 Orbital overlaps in an isolated/conjugated diene
10.8 Classes of Dienes
1,4-pentadiene 1,3-pentadiene
Orbital overlaps in an isolated/conjugated diene
Figure 10.5
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6. 10.9 Relative Stabilities of Dienes
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Figure 10.4

7. 10.10 Bonding in Conjugated Dienes
Conformers, not isomers
Interconvertible
Some trapped as s-cis
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8. Conformations of 1,3-butadiene
Figure 10.6
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9. 10.11 Bonding in 1,2-propadiene (allene)
Figure 10.7
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10. 10.12 Preparation of Dienes
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11. 10.13 Addition of HBr to 1,3-Butadiene
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12. Thermodynamic and kinetic control in addition of HBr to 1,3-butadiene
Figure 10.8
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13. 10.15 The Diels-Alder Cycloaddition Reaction
Diene Dienophile
Mechanism:
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14. 10.15 The Diels-Alder Cycloaddition Reaction
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15. 10.15 The Diels-Alder Cycloaddition Reaction
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16. Not covering
10.16 – 10.17
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