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11 Cards in this Set
- Front
- Back
- 3rd side (hint)
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Hydroboration RRSO (RRSO means name the reagents, regioselectivity, stereoselectivity, and outcome)
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BH3, THF / NaOH, H2O2 Anti-Markovnikoff Syn addition Adds OH and H across alkene |
(RRSO means name the reagents, regioselectivity, stereoselectivity, and outcome) |
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Oxymercuration-demercuration
RRSO |
Hg(OAc)2 / H2O, NaBH4 Markovnikoff Syn + anti Adds OH and H |
RRSO means name the reagents, regioselectivity, stereoselectivity, and outcome |
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Acid catalyzed hydration
RRSO |
Phosphoric or sulfuric acid, H2O Markovnikoff Syn + anti Adds OH and H |
RRSO means name the reagents, regioselectivity, stereoselectivity, and outcome |
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Addition of H-X (halide) RRSO |
HCl or HBr Markovnikoff Syn + anti Adds halogen and H |
RRSO means name the reagents, regioselectivity, stereoselectivity, and outcome |
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Bromination (1)
RRSO |
Br2 N/a (antiperiplanar Br) Anti addition Adds 2 Br
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RRSO means name the reagents, regioselectivity, stereoselectivity, and outcome |
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Halohydrin formation (bromination 2) RRSO |
Br2 / H2OMarkovnikoffAnti additionAdds Br in the least crowded area, Br2 / H2OMarkovnikoffAnti additionAdds Br in the least crowded area, OH in most crowded area Br2 / H2OMarkovnikoffAnti additionAdds Br in the least crowded area, OH in most crowded area Br2 / H2OMarkovnikoffAnti additionAdds Br in the least crowded area, OH in most crowded area OH in most crowded area |
RRSO means name the reagents, regioselectivity, stereoselectivity, and outcome |
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Chlorination
RRSO |
Cl2 N/a (antiperiplanar) Anti addition Adds two Cl |
RRSO means name the reagents, regioselectivity, stereoselectivity, and outcome |
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Dihydroxylation
RRSO |
OsO4 (or KMnO4) N/a Syn addition Adds OH across alkene |
RRSO means name the reagents, regioselectivity, stereoselectivity, and outcome |
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Epoxidation RRSO |
MCPBA N/a Syn addition Forms epoxide across chain (3 member ester ring) |
RRSO means name the reagents, regioselectivity, stereoselectivity, and outcome |
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Radical addition of HBr RRSO |
HBr + peroxide (ROOR) Anti-Markovnikoff Syn + anti Br on least crowded C, H added to most crowded |
RRSO means name the reagents, regioselectivity, stereoselectivity, and outcome |
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Oxidative cleavage via ozonolysis
RRSO |
O3, aprotic solvent (Sn2) N/a N/a Cleaves alkene, adds carbonyls on each C to form aldehydes / ketones |
RRSO means name the reagents, regioselectivity, stereoselectivity, and outcome |
