EXAM 3 Ch 8 Flashcards by Alex Garcia

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Electrophilic Addition to Alkenes

(common)

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Electrophilic Addition to Alkenes

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Free-radical addition of HBR to propene

anti-markovnikov

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Radical addition of HBr to propene

anti-markovnikov

(Peroxide will cause Bromine to form a radical which then performs a radical addition to propene)

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Hydration of alkenes

markovnikov

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Oxymercuration-Demercuration

Markovnikov Reaction

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Oxymercuration-Demercuration

Markovnikov Reaction

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Hydroboration-Oxidation

anti-markovnikov / syn -OH,H- addition

Must show stereochemistry

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Hydroboration-Oxidation

anti-markovnikov / syn -OH,H- addition

Must show mechanism

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Hydroboration-Oxidation

anti-markovnikov / syn -OH,H- addition

Must show mechanism

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Q

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Carbon-tetrachloride halogenation

anti addition

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Catalytic Hydrogenation

syn addition

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Hydrated Halogenation

anti addition

^-OH on more substituted Carbon

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Hydrated Halogenation

anti addition

-OH on more substituted Carbon

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Simmons-Smith Reaction

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Simmon-Smith Reaction

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Carbenes by Alpha Formation

Do not need to show mechanism

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Carbenes by Alpha Formation

Do not need to show mechanism

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Carbenes by Alpha Formation

Do not need to show mechanism

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Epoxidation

(this solution only reacted with MCPBA)

(You will have anti OH bonds if reacted with H₃O⁺)

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Acid Catalyzation of Epoxidation

anti addition

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Acid Catalyzed Epoxidation

anti-addition

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Dihydroxylation

(This can also work with KMnO₄ , Cold)

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Dihydroxylation

This can also work for KMnO₄ , Cold

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Oxidative Cleavage

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Oxidative Cleavage

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Oxidative Cleavage

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Ozonolysis

Do not need to know the mechanism

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Ozonolysis

Do not need to know the mechanism

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Oxygenated Cleavage

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Ozonolysis