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Alkenes: Electrophilic addition and carbocation rearrangement (McM 6.12)

Alkenes: Electrophilic addition and carbocation rearrangement (McM 6.12) Alkenes: Hg-mediated addition of water or alcohols (McM 7.4, 18.4) Alkynes: Hg-mediated addition of water (McM 8.5) Alkynes: Oxidative cleavage (McM 8.7) Alkenes: Reactions with carbenes (McM 7.6)

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Alkenes: Electrophilic addition and carbocation rearrangement (McM 6.12)

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  1. Alkenes: Electrophilic addition and carbocation rearrangement (McM 6.12) Alkenes: Hg-mediated addition of water or alcohols (McM 7.4, 18.4) Alkynes: Hg-mediated addition of water (McM 8.5) Alkynes: Oxidative cleavage (McM 8.7) Alkenes: Reactions with carbenes (McM 7.6) Alkenes: Addition of radicals (McM 7.10)

  2. Cation Rearrangement 1,2 Hydride shift • Hydride shift • Alkyl group shift

  3. Carbenes McM chapt 7.6, lab ex. 7 Neutral Divalent 6 valence electrons - Highly reactive Electron deficient /electrophilic properties

  4. electron pair, opposite spin cation / anion properties diradical properties Gives triplet signal in esr spektrum Triplet normally somewhat more stable than singlet Singlets more reactive

  5. high energy barrier triplet - prod. prod. from triplet prod. from singlet

  6. Polymerization of alkenes (McM 7.10) Polymers - Synthetic macromolecules • Radical polymerization • Cationic polymerization Conformation of polymer - Properties linear polymer crystalline solid Amorphous solid Both linear and amorph areas hardness - drawn to fibers elasticity

  7. stereochemistry

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