Alkene Reaction Summary

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26 Terms

1
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Markovnikov Hydrohalogenation

Reagent: HX

Product: Alkyl halide

Regio: Markovnikov

Stereo: None

2
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Anti-Markovnikov Hydrohalogenation

Reagent: HBr + ROOR

Product: Alkyl halide

Regio: Anti-Markovnikov

Stereo: None

3
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Acid-Catalyzed Hydration

Reagent: H3O+

Product: Alcohol

Regio: Markovnikov

Stereo: None

4
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Oxymercuration-Demurcuration

Reagent: 1) Hg(OAc)2, H2O 2) NaBH4

Product: Alcohol

Regio: Markovnikov

Stereo: Anti

5
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Hydroboration-Oxidation

Reagent: 1) BH3THF 2) H2O2, NaOH

Product: Alcohol

Regio: Anti-Markovnikov

Stereo: Syn

6
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Hydrogenation

Reagent: H2, Pt, Pd, Ni

Product: Alkane

Regio: none

Stereo: Syn

7
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Bromination

Reagent: Br2

Product: Dibromide

Regio: None

Stereo: Anti

8
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Halohydrin Formation

Reagent: Br2+ H2O

Product: Halohydrin (X+OH)

Regio: OH on more substituted

Stereo: Anti

9
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Epoxidation

Reagent: mCPBA

Product: Epoxide (three-membered ring)

Regio: None

Stereo: Syn

10
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Anti Dihydroxylation

Reagent: Epoxide + H3O+

Product: Diol

Regio: None

Stereo: Anti

11
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Syn Dihydroxylation

Reagent: Cold, dilute KMnO4

Product: Diol

Regio: None

Stereo: Syn

12
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Oxidative Cleavage

Reagent: Warm, conc. KMnO4

Product: Acids or ketones

Regio: None

Stereo: None

13
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Ozonolysis

Reagent: 1) O3 2) DMS or Zn/H2O

Product: Aldehydes/ketones

Regio: None

Stereo: None

14
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Reagent: 1) O3 2) DMS or Zn/H2O

Product: Aldehydes/ketones

Regio: None

Stereo: None

15
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Reagent: Warm, conc. KMnO4

Product: Acids or ketones

Regio: None

Stereo: None

16
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Reagent: Cold, dilute KMnO4

Product: Diol

Regio: None

Stereo: Syn

17
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Reagent: Epoxide + H3O+

Product: Diol

Regio: None

Stereo: Anti

18
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Reagent: mCPBA

Product: Epoxide (three-membered ring)

Regio: None

Stereo: Syn

19
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Reagent: Br2+ H2O

Product: Halohydrin (X+OH)

Regio: OH on more substituted

Stereo: Anti

20
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Reagent: Br2

Product: Dibromide

Regio: None

Stereo: Anti

21
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Reagent: H2, Pt, Pd, Ni

Product: Alkane

Regio: None

Stereo: Syn

22
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Reagent: 1) BH3THF 2) H2O2, NaOH

Product: Alcohol

Regio: Anti-Markovnikov

Stereo: Syn

23
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Reagent: 1) Hg(OAc)2, H2O 2) NaBH4

Product: Alcohol

Regio: Markovnikov

Stereo: Anti

24
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Reagent: H3O+

Product: Alcohol

Regio: Markovnikov

Stereo: None

25
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Reagent: HBr + ROOR

Product: Alkyl bromide

Regio: Anti-Markovnikov

Stereo: None

26
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Reagent: HX

Product: Alkyl halide

Regio: Markovnikov

Stereo: None