Alkene Reactions - organic chemistry 1

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10 Terms

1
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Hydrohalogenation

  • treat alkene with HX

  • Markovnikov addition when w/out ROOR

    • if treated with ROOR, its anti-Markovnikov addition

  • hydride shift is possible if not tertiary, giving a major and a minor product


<ul><li><p>treat alkene with HX</p></li><li><p>Markovnikov addition when w/out ROOR</p><ul><li><p>if treated with ROOR, its anti-Markovnikov addition</p></li></ul></li><li><p>hydride shift is possible if not tertiary, giving a major and a minor product </p></li></ul><p></p>
2
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Acid-Catalyzed Hydration

  • Treat alkene w/ H3O+

  • Markovnikov

  • creates an oxonium ion

  • if chiral, two enantiomers will be formed


<ul><li><p>Treat alkene w/ H3O+</p></li><li><p>Markovnikov</p></li><li><p>creates an oxonium ion</p></li><li><p>if chiral, two enantiomers will be formed</p></li></ul><p></p>
3
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<p>Oxymercuration-Demercuration </p>

Oxymercuration-Demercuration

  • treat alkene w/ 1. Hg(OAC)2, H2O and 2. NaBH4

  • Markovnikov

  • In the process of this reaction, you form a mercuriation ion


<ul><li><p>treat alkene w/ 1. Hg(OAC)<sub>2</sub>, H2O and 2. NaBH4</p></li><li><p>Markovnikov </p></li><li><p>In the process of this reaction, you form a mercuriation ion</p></li></ul><p></p>
4
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Hydroboration-Oxidation

  • H2O is added through anti-Markovnikov [H and OH]

  • syn addition


<ul><li><p>H2O is added through anti-Markovnikov [H and OH]</p></li><li><p>syn addition </p></li></ul><p></p>
5
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Catalytic Hydrogenation

  • H2 added, H is added to both sides

  • syn addition

  • check R/S symmetry


<ul><li><p>H<sub>2</sub> added, H is added to both sides</p></li><li><p>syn addition</p></li><li><p>check R/S symmetry</p></li></ul><p></p>
6
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Halogenation

  • X2 is added, X is added to both sides

  • anti addition

  • usually happens with Cl2, Br2


<ul><li><p>X<sub>2</sub> is added, X is added to both sides</p></li><li><p>anti addition</p></li><li><p>usually happens with Cl<sub>2</sub>, Br<sub>2</sub></p></li></ul><p></p>
7
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Halohydrin

  • HOX added

  • Anti-Markovnikov

  • anti addition


<ul><li><p>HOX added</p></li><li><p>Anti-Markovnikov </p></li><li><p>anti addition</p></li></ul><p></p>
8
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<p>Anti Dihydroxylation</p>

Anti Dihydroxylation

  • (OH)2 added, an OH group is added to both sides

  • anti addition

  • formation of an epoxide


<ul><li><p>(OH)<sub>2</sub> added, an OH group is added to both sides</p></li><li><p>anti addition</p></li><li><p>formation of an epoxide</p></li></ul><p></p>
9
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Syn Dihydroxylation

  • (OH)2 added, an OH group is added to both sides

  • syn addition


<ul><li><p>(OH)<sub>2</sub> added, an OH group is added to both sides</p></li><li><p>syn addition</p></li></ul><p></p>
10
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Oxidative Cleavage

  • cutting the C-C double bond completely, all double bonds


<ul><li><p>cutting the C-C double bond completely, all double bonds</p></li></ul><p></p>