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H2, Pd-Pd/C-Ni, Syn
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Hydrogenation
H2, Pd-Pd/C-Ni
Syn
No cc intermediate
Hydrohalogenation
HX,
Markovnikov
CC Rearrangements
Hydrobromination
HBr, peroxide (ROOR)
Anti-Markovnikov
No carbocation
Acid-catalyzed hydration
H20, strong acid
Add H, OH
CC Intermediate, OH more eubstituted
Hydroboration
BH3, THF,
NaOH, H2O
Anti-markovnikov, syn, no cc intermediate
Halogenation
XX,
Reagent: Inert solvent (CH2Cl2, CCl4)
Anti-addition, no rearrangement
Halogenation (protic)
Halohydrin
XX, H2O
Anti-addition, markovnikov (OH more substituted)
No CC Intermediate