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pKa Data Compiled by R. Williams page-1 pKa Values INDEX Inorganic 2 Phenazine 24 Phosphates 3 Pyridine 25 Carboxylic acids 4, 8 Pyrazine 26 Aliphatic 4, 8 Aromatic 7, 8 Quinoline 27 Phenols 9 Quinazoline 27 Alcohols and oxygen acids 10, 11 Quinoxaline 27 Amino Acids 12 Special Nitrogen Compounds 28 Peptides 13 Hydroxylamines 28 Nitrogen Compounds 14 Hydrazines 28 Aliphatic amines 15, 17, 19 Semicarbazones 28 Cyanoamines 16 Amidoximes 28 Anilines 17, 18, 20 Thiols 29 Nucleosides 21 Carbon Acids 30,31 Special Table Heterocycles 22 Indicators 31 Acridine 23 References 32-34 Benzoquinoline 24 Cinnoline 23 Hydantoin 24 Imidazole 24 For complex chelating agents, see also reference 77. Note. This document was compiled by W.P. Jencks and has been added to by F.H. Westheimer pKa Data Compiled by R. Williams page-2 ACIDS Compound pK Ref. H 3 PO 2 2.0, 2.23* 28 H 2 PO 4 7.21* 77 AgOH 3.96 4 HPO 4 _ 12.32* 77 Al(OH) 3 11.2 28 H 3 PO 3 2.0 28 As(OH) 3 9.22 28 H 2 PO 3 6.58* 77 H 3 AsO 4 2.22, 7.0, 13.0 28 H 4 P 2 O 7 1.52* 77 H 2 AsO 4 6.98* 77 H 3 P 2 O 7 2.36* 77 HAsO 4 * 11.53* 77 H 2 P 2 O 7 = 6.60* 77 As 2 O 3 4 HP 2 O 7 = 9.25* 77 H 3 AsO 3 9.22* H 3 BO 3 9.23* 28 HReO 4-1.25 30 H 2 B 4 O 7 4.00 34 HSCN 4.00 34 H 2 SeO 3 2.6, 8.3, 2.62* 28 HB 4 O 7 9.00 34 HSeO 3 8.32 77 Be(OH) 2 3.7 4 H 2 SeO 4 Strong, 2.0 28 HBr-9.00 31 HOBr 8.7 28 HSeO 4 2.00 34 HOCl 7.53, 7.46 28, 33 H 3 SiO 3 10.0 34 HClO 2 2.0 28 H 2 SO 3 1.9, 7.0, 1.76* 28, 77 HClO 3-1.00 28 H 2 SO 4-3.0, 1.9 28 HClO 4 (70%)-10.00 31 HSO 3 7.21* 77 CH 3 SO 3 H-0.6 31 HSO 4 1.99* 77 HCN 9.40 34 H 2 S 2 O 4 1.9 29 H 2 CO 3 6.37, 6.35*, 3.58 34, 32 H 2 Se 3.89* 77 HCO 3 10.33* HSe 11.00* 77 H 2 CrO 4-0.98 30 H 2 S 7.00* 77 HCrO 4 6.50* 2, 30 HS 12.92* 77 HOCN 3.92 34 HSbO 2 11.0 34 HZ 3.17*, 0.59* 77 HTe 5.00 34 H 2 GeO 3 8.59, 12.72 34, 78 H 2 Te 2.64, 11.0 34, 78 Ge(OH) 4 8.68, 12.7 28 H 2 TeO 3 2.7, 8.0 28 HI-10.0 31 Te(OH) 6 6.2, 8.8 28 HOI 11.0 28 H 2 VO 4 8.95 30 HIO 3 0.8 28 HVO 4 = 14.4 30 H 4 IO 6 6.00 34 H 2 CrO 4 0.74 77 H 5 IO 6 1.64, 1.55, 8.27 34, 28 HOCN 3.73 77 HMnO 4-2.25 30 HSCN 0.85 77 NH 3 OH* 5.98* H 3 PO 2 1.07 77 NH 4 * 9.24* 77 H 3 PO 4 2.12* 77 HN 3 4.72* 77 H 2 S 2 O 3 0.60*, 1.72* 77 HNO 2 3.29 28 H 3 AuO 3 13.3, 16.0 78 HNO 3-1.3 28 H 3 GaO 3 10.32, 11.7 78 N 2 H 5 + 7.99* 77 H 5 IO 6 3.29, 6.70, 15.0 78 H 2 N 2 O 2 7.05 34 (see above!) H 2 N 2 O 2 11.0 34 H 4 V 6 O 17 1.96 78 H 2 OsO 5 12.1 34 H 2 NSO 3 H 1.0 80 H 2 O 15.7 none H 3 O +-1.7 none * Indicates a thermodynamic value. Pb(OH) 2 6.48 (10.92) 4 (78) PHOSPHATES AND PHOSPHONATES CF 3- 1.16, 3.93 57 CCl 3- 1.63, 4.81 57 Phosphates NH 3 + CH 2- 2.35, 5.9 57 Compound pK Ref. ( OOCCH 2 ) 2 NH + CH 2 --, 5.57 57 Phosphate 1.97, 6.82, 12.5 55 CHCl 2- 1.14, 5.61 57 Glyceric acid 2-phosphate 3.6, 7.1 53 CH 2 CI- 1.40, 6.30 57 Enolpyruvic acid 3.5, 6.4 53 CH 2 Br- 1.14, 6.52 57 Methyl- 1.54, 6.31 55 ( OOCCH 22 NH + (CH 2 ) 2- --, 6.54 57 Ethyl- 1.60, 6.62 55 CH 2 I- 1.30, 6.721.... View Full Document

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