alkene mechanisms

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15 Terms

1
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<p>acid catalyzed hydration (addition of water) regio</p>

acid catalyzed hydration (addition of water) regio

markovnikov (OH on more substituted carbon)

<p>markovnikov (OH on more substituted carbon)</p>
2
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acid catalyzed hydration (addition of water) stereo

n/a 

3
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anti stereoselective

addition of atoms to opposite faces of a carbon carbon double bond

4
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syn stereoselective

addition of atoms to same faces of carbon carbon double bond

5
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<p>addition of bromide and chloride (Br2 or Cl2)&nbsp;regio</p>

addition of bromide and chloride (Br2 or Cl2) regio

n/a (symmetric)

<p> n/a (symmetric)</p>
6
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<p>addition of bromide and chloride (Br2 or Cl2)&nbsp;stereo</p>

addition of bromide and chloride (Br2 or Cl2) stereo

anti 

7
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<p>addition of halohydrin (Br2+H2O) regio</p>

addition of halohydrin (Br2+H2O) regio

Markovnikov: Br on LESS substituted, OH on MORE substituted

<p>Markovnikov: Br on LESS substituted, OH on MORE substituted</p>
8
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<p>addition of halohydrin (Br2+H2O) stereo</p>

addition of halohydrin (Br2+H2O) stereo

anti

9
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<p>oxidation of an alkene to glycol (OsO4) regio</p>

oxidation of an alkene to glycol (OsO4) regio

n/a (symmetric addition of hydroxyls)

<p>n/a (symmetric addition of hydroxyls)</p>
10
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<p>oxidation of an alkene to glycol (OsO4) stereo</p>

oxidation of an alkene to glycol (OsO4) stereo

syn

11
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ozonolysis (o2 and S)

two carbonyl groups

regioselectivity: n/a

stereoselectivity: n/a

12
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<p>hydroboration oxidation (BH3 and HOOH)&nbsp;regio</p>

hydroboration oxidation (BH3 and HOOH) regio

non markovnikov (hydrogen goes on carbon with fewer hydrogens)

<p>non markovnikov (hydrogen goes on carbon with fewer hydrogens)</p><p></p>
13
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<p>hydroboration oxidation (BH3 and HOOH) stereo</p>

hydroboration oxidation (BH3 and HOOH) stereo

syn

14
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carbocation rearrangements (1-2 shift) regio

markovnikov

<p>markovnikov</p>
15
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carbocation rearrangements (1-2 shift) stereo

n/a