Summary
Samenvatting alle mogelijke reacties organische chemie II (Ko3BoB)
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Al de mogelijke reacties die in de gehele cursus en oefenzitting voorkomen
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Reacties op alkenen1 equivalent HX Markovnikov
HBr + peroxide (niet ander HX° Anti Markovnikov
ICl Elektrofiele additie, anti
D2 / Pd sy
NaBr Geen reactie
H2O/ p-TsOH H+ en dan OH-
Br2/CCl4 anti
Br2/H2O Br+ en OH- in anti
BH3 dan H2O2/OH- Syn additie OH- dan H+, anti Markovnikov
Ozonolyse Hydrolyse beide kanten, O dubbel gebonden aan
C
N-Chloorsuccinimde Db blijft, Cl valt aan langs boven of onder
N-bromosuccinimide NBS Db blijft, Br valt aan langs db binding
OsO4 (H2O2 ) Syn additie van 2x OH + OsO4 (cis)
m-Cl-C6H4-COOOH Epoxide
KMnO4/OH-/koud Syn OH aan beide C’s (cis)
KMnO4/H+ Eindstandig zuur + CO2
KMnO4/OH-/warm Keton + carbonaation
KMnO4/OH-/warm (eindstandig) Keton + CO2
O3/ H2O2 -78° (eindstandig) Binding breekt, 2X zuur
O3/ H2O2 -78° Binding breekt, zuur + keton of 2x zuur als H er is
O3 -78°/ Zn + H2O of (CH3)2S (eindstandig) binding breekt, 2x aldehyde
O3 -78°/ Zn + H2O of (CH3)2S Binding breekt, 2x aldehyde
(niet sym dan keton + aldehyde)
MnO4 dan H2O OH in syn + MnO2
Br2/CH2Cl2 Anit additie
Cl2/H2O Db weg Cl en OH vallen aan
Na of Li/ NH3 liq /
Ph/H+ Benzene aan C, meest gesubstitueerd
, Reacties op alkynen
1 equivalent HX Markovnikov, anti additie
Overmaat HX Geminaal dihalogenide,
Br2/CCl4 Anti additie
Cl2/CH2Cl2 Anti additie
Verd H2SO4/(Hg2+, eindstandig) H2O valt aan, vorming keton
H2/Lidlar Aanvallen tot alkeen, cis
BH3 dan H2O2/OH- Anti Markovnikov, keto-enol tautomerie
(X)BH dan H2O2/OH- (eindstandig) Anti Markovnikov, eindstandig: enol-aldehyde
Overmaat H2/Pd Blijven aanvallen tot alkaan
HBr met ROOR Zowel cis als trans alkeen
NaNH2 -H van alkyn eindstandig, negatieve lading
Ozonolyse Binding breken en 2 zuren ontstaan
Na of Li/ NH3 (liq) -78° Intern alkyn naar trans alkeen
KMnO4/OH-/koud Beiden C’s dubbel gebonden aan O (cis)
KMnO4/H+/warm Doorbreken binding, 2x zuur
OsO4/H2O2 Geen reactie
O3/ H2O Doorbreken binding, 2x zuur
O3/ H2O (eindstandig) Doorbreken binding, zuur met CO2
Reacties op epoxiden
H+/H2O Trans diol
Reacties op R-CHOH-CHOH-R
HIO4 Doorbreken binding, 2x aldehyde + HIO 3
KMnO4/H+/warm Doorbreken binding, 2x zuur
+ andere ROH worden ook zuur
Keton/aldehyde C van aldehyde of keton aan de 2 O’s en dan
aan die C nog R en R of R en H
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