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H20, H+, H3O
1) Hg2, H2O / 2) NaBH4
1) BH3 / 2) H2O2, NaOH
Br2, H2O
Br2
O3
H2, Lindlar (Pd, Ni)
OsO4
H-X (X = Br, Cl)
H2, Lindlar (Pd, Ni)
1) (sia)2 BH / 2) NaOH, H2O2
(sia)2 BH used for terminal alkynes. BH3 for internal alkynes.
1) Br2 / 2) 3 (-)NH2 / 3) H2O
(-)NH2 or NaH or LDA
R - CH2 Br
(on an alkyne) H20, H2SO4 or H30
Chlorine free radical reaction
Bromine free radical reaction