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Hydrohalogenations
2 H-X
Hydration
H2O + H2SO4 + HgSO4
Halogenation
X2 or 2X2
Hydroboration; Non-oxidative workup
1) (sia)2 BH
2) CH3CO2H
Hydroboration; Oxidative Workup
1) (sia)2BH
2) H2O2, NaOH
Oxidation
1) O3 2) H2O
or
1) H2O or KMnO4 2) H3O+
Catalytic Hydrogenations
2H2, Pd (cat)
Poisoned Catalytic Hydrogenations
H2, Lindlars cat
Chemical Reduction
2 Na/2 NH3
or
2 Li/2 NH3
Alkylation
1) NaNH2, NH3
2) 1o R-X (or CH3X)