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H - X
What Adds: H & X
Regiochemistry: mark.
Stereochemistry: n/a (rearrange)
HBr / peroxides
What Adds: H & Br
Regiochemistry: anti mark
Stereochemistry: n/a
H2O / H+
What Adds: H & OH
Regiochemistry: mark
Stereochemistry: anti add (rearrange)
Hg(OHC)2 / NaBH4
What Adds: H & OH
Regiochemistry: mark
Stereochemistry: anti add
BH3 / H2OH2 OH
What Adds: H & OH
Regiochemistry: anti mark
Stereochemistry: syn add
H2 / Pt
What Adds: H & H
Regiochemistry: n/a
Stereochemistry: syn add
X2 / CCl4
What Adds: X & X
Regiochemistry: n/a
Stereochemistry: anti add
X2 / H2O
What Adds: X & OH
Regiochemistry: mark
Stereochemistry: anti add
O
ll
CH3COOH / H3O+
What Adds: OH & OH
Regiochemistry: n/a
Stereochemistry: anti add
OsO4 / H2O2
What Adds: OH & OH
Regiochemistry: n/a
Stereochemistry: syn add
cold di / KmnO4 / H2O2 OH
What Adds: OH & OH
Regiochemistry: n/a
Stereochemistry: syn add
warm conc / KmnO4
What Adds: cuts double bond
gives C=O groups
H also gets an extra O on one side
O3(CH3)2S
What Adds: cuts double bond