Ch. 10 – Conjugation in Alkadienes and Allylic Systems

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Chapter 10 Conjugation in Alkadienes and Allylic Systems
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Presentation transcript:

Ch. 10 – Conjugation in Alkadienes and Allylic Systems 10.1 The Allyl group YSU

10.2 Allylic carbocations Figure 10.1 YSU

10.3 SN1 Reactions of Allylic Halides Experiment 10.4 – SN2 reactions also faster on allylic systems YSU

stabilized by resonance 10.5 Allylic Free Radicals stabilized by resonance Figure 10.2 YSU

10.6 Radical halogenation at allylic positions is possible YSU

10.7 Allylic Anions Figure 10.3 YSU

1,4-pentadiene 1,3-pentadiene 10.8 Classes of Dienes 1,4-pentadiene 1,3-pentadiene YSU

10.7-10.8 Orbital overlaps in an isolated/conjugated diene Figure 10.5 YSU

10.9 Relative Stabilities of Dienes Figure 10.4 YSU

10.10 Bonding in Conjugated Dienes Conformers, not isomers Interconvertible Some trapped as s-cis YSU YSU

Conformations of 1,3-butadiene Figure 10.6 YSU

10.11 Bonding in 1,2-propadiene (allene) Figure 10.7 YSU

10.12 Preparation of Dienes YSU

10.13 Addition of HBr to 1,3-Butadiene YSU YSU

Thermodynamic and kinetic control in addition of HBr to 1,3-butadiene Figure 10.8 YSU YSU

10.15 The Diels-Alder Cycloaddition Reaction Diene Dienophile Mechanism: YSU YSU

10.15 The Diels-Alder Cycloaddition Reaction YSU

10.15 The Diels-Alder Cycloaddition Reaction YSU

Not covering 10.16 – 10.17 YSU YSU