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X2 & H2O
X & OH; mark/anti
addition of HOBr & HOCl
X2 & H2O - reagents
X2 & CH2Cl2 - acyclic alkene
X2; anti-addition
addition of Br & Cl - acyclic alkenes
X2 & CH2Cl2 (acyclic alkene) - reagents
1.Hg(OAc)2
2.THF/H2O
H & OH; mark/no rearrange
oxymercuration-reduction
1.Hg(OAc)2
2.THF/H2O - reagents
X2 & CH2Cl2 - cycloalkene
X2 - anti addition
addition of Br & Cl - cycloalkenes
X2 & CH2Cl2 (cycloalkene) - reagents
H2O & H2SO4
OH & H; mark/rearrange
acid-catalyzed hydration
H2O & H2SO4 - reagents
HX
H & X; mark/rearrange
hydrohalogenation
HX - reagent
CH3OH & HCl
H & OCH3; mark/rearrange
alkene hydration using alcohol
CH3OH & HCl - reagents
1.OsO4
2. H2O
OH; syn
oxidation of an alkene to a glycol
1.OsO4
2. H2O - reagents
H2 (g) & Pt/Pd/Ni
H2; alkene disappears; syn
catalytic hydrogenation
H2 (g) & Pt/Pd/Ni - reagents
1.O3
2.(CH3)2S
O= & O=H; where the alkene was cut, add an O
ozonolysis
1.O3
2.(CH3)2S - reagents
1.BH3/THF
2.H2O2, NaOH, H2O
ROH & B(OH)3; anti-mark/syn
hydroboration-oxidation
1.BH3/THF
2.H2O2, NaOH, H2O - reagents