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19 Cards in this Set
- Front
- Back
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Hydrogenation
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Syn
(Alkyne or alkene --> alkane) |
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Addition of HX
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Markovnikov
rearrangement possible (alkyne to alkene - X goes to more substituted side) (alkyne to alkyl halide - X goes to same side even if not more substituted) |
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Halogenation
|
N/A
(alkynes to alkyl halides) |
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Mercuric Ion-Catalyzed Hydration
|
Markovnikov
(forms unstable enol) (alkyne to ketone) |
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KMnO4 (vig)
|
splits the bond
further oxidizes aldehydes to carboxylic acid (alkene to ketone and carboxylic acid) |
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KMnO4 (mild)
|
Syn
(alkene to alkane diol) |
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Ozonolysis
|
splits the bond, turns into a carbonyl
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Osmium tetroxide (osmic acid)
|
Syn
(alkene to alkane diol) |
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Epoxidation + Ring Opening
|
Anti
(alkene to diol) |
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Epoxidation
|
retention of stereochemistry
(alkene to epoxide and carboxylic acid) |
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Halohydrin formation
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Anti, -OH will go to more substituted side
(alkene to alcohol) |
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Addition of halogens
|
Anti
(alkene to alkyl halide) |
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alpha-elimination
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retention of sterochemistry
(alkene to cyclopropane) |
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Simmons-Smith
|
retention of stereochemistry
(alkene to cyclopropane) |
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Hydroboration-Oxidation
|
Syn, anti-Markovnikov
(alkyne to aldehyde) (alkene to alkane) |
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Alkoxymercuration-Demercuration
|
Markovnikov
(alkene to alkane ether) |
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Oxymercuration-Demercuration
|
Markovnikov
(alkene to alkane alcohol) |
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Acid-Catalyzed Hydration
|
Markovnikov
rearrangement possible (alkene to alkane alcohol) |
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HBr with H2O2
|
anti-Markovnikov, NO rearrangement
(alkene to alkyl halide) |
