Ch 10 rxns only

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13 Terms

1
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Alkene + HCl, HBr, or HI
Hydrohalogenation: add H + X across C=C. Markovnikov.
2
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Alkene + H2O/H+
Hydration: add H + OH across C=C. OH goes to the MORE substituted carbon.
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Alkene + Br2 or Cl2
Halogenation: add X + X across C=C. Anti addition.
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Alkene + Br2/H2O or Cl2/H2O
Halohydrin formation: add X + OH across C=C. OH goes to the MORE substituted carbon; anti addition.
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Alkene + 1) BH3·THF 2) H2O2, OH−
Hydroboration–oxidation: add H + OH across C=C. OH goes to the LESS substituted carbon; syn addition.
6
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HX: what gets added across the alkene?
H + X.
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H2O/H+: what gets added across the alkene?
H + OH.
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X2: what gets added across the alkene?
X + X.
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X2/H2O: what gets added across the alkene?
X + OH.
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1) BH3·THF 2) H2O2, OH−: what gets added across the alkene?
H + OH.
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Which alcohol-forming reaction puts OH on the MORE substituted carbon?

Hydration: H2O/H+. Halohydrin.

12
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Which alcohol-forming reaction puts OH on the LESS substituted carbon?
Hydroboration–oxidation: 1) BH3·THF 2) H2O2, OH−.
13
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Hydration vs. hydroboration-oxidation
H2O/H+ = OH MORE substituted. Hydroboration–oxidation = OH LESS substituted.