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CH4 —> CH3-
Pka ~ 50
NH3 —> NH2-
pKa ~ 38
HC(triple bond)CH —> HC(triple bond) C: -
pKa ~ 25
H3C -OH —> H3C-O-
pKa ~ 17
H2O —> HO-
pKa ~ 16
NH4+ —> NH3
pKa ~ 9
HCN —> :C(triple bond) N -
pKa ~ 9

pKa~5
H3O+ —> H2O
pKa ~-2
HCl —> Cl-
-6