Tablas De Pka

pKa Data Compiled by R. Williams pKa Values INDEX Inorganic Phosphates Carboxylic acids Aliphatic Aromatic Phenols Alcohols and oxygen acids Amino Acids Peptides Nitrogen Compounds Aliphatic amines Cyanoamines Anilines Nucleosides Special Table Heterocycles Acridine Benzoquinoline Cinnoline Hydantoin Imidazole 2 3 4, 8 4, 8 7, 8 9 10, 11 12 13 14 15, 17, 19 16 17, 18, 20 21 22 23 24 23 24 24Quinoline Quinazoline Quinoxaline Special Nitrogen Compounds Hydroxylamines Hydrazines Semicarbazones Amidoximes Thiols Carbon Acids Indicators References 27 27 27 28 28 28 28 28 29 30,31 31 32-34 Phenazine Pyridine Pyrazine 24 25 26

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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 DataCompiled by R. Williams ACIDS
Compound AgOH Al(OH)3 As(OH)3 H3 AsO 4 H2 AsO 4 – HAsO 4 * As 2 O 3 H3 AsO 3 H3 BO 3 H2 B4 O 7 HB4 O 7 Be(OH) 2 HBr HOBr HOCl HClO2 HClO3 HClO4 (70%) CH3 SO 3 H HCN H2 CO 3 HCO 3 H2 CrO4 HCrO4 HOCN HZ H2 GeO3 Ge(OH)4 HI HOI HIO3 H4 IO6 – H5 IO6 HMnO4 NH3 OH* NH4 * HN3 HNO2 HNO3 N2 H5 + H2 N2 O 2 H2 N2 O 2 – H2 OsO 5 H2 O H3 O + Pb(OH)2 pK 3.96 11.2 9.22 2.22, 7.0,13.0 6.98* 11.53* 0 9.22* 9.23* 4.00 9.00 3.7 -9.00 8.7 7.53, 7.46 2.0 -1.00 -10.00 -0.6 9.40 6.37, 6.35*, 3.58 10.33* -0.98 6.50* 3.92 3.17*, 0.59* 8.59, 12.72 8.68, 12.7 -10.0 11.0 0.8 6.00 1.64, 1.55, 8.27 -2.25 5.98* 9.24* 4.72* 3.29 -1.3 7.99* 7.05 11.0 12.1 15.7 -1.7 6.48 (10.92) Ref. 4 28 28 28 77 77 4 28 34 34 4 31 28 28, 33 28 28 31 31 34 34, 32 30 2, 30 34 77 34, 78 28 31 28 28 34 34, 2830 77 77 28 28 77 34 34 34 none none 4 (78) H3 PO 2 H2 PO 4 – HPO 4 _ H3 PO 3 H2 PO 3 – H4 P 2 O 7 H3 P 2 O 7 – H2 P 2 O 7 = HP2 O 7 = HReO4 HSCN H2 SeO3 HSeO3 H2 SeO4 HSeO4 H3 SiO 3 H2 SO 3 H2 SO 4 HSO 3 HSO 4 – H2 S2 O 4 H2 Se HSe– H2 S HS– HSbO 2 HTe H2 Te H2 TeO 3 Te(OH) 6 H2 VO 4 – HVO4 = H2 CrO4 HOCN HSCN H3 PO 2 H3 PO 4 H2 S2 O 3 H3 AuO3 H3 GaO 3 H5 IO6 H4 V6 O 17 H2 NSO 3 H 2.0, 2.23*7.21* 12.32* 2.0 6.58* 1.52* 2.36* 6.60* 9.25* -1.25 4.00 2.6, 8.3, 2.62* 8.32 Strong, 2.0 2.00 10.0 1.9, 7.0, 1.76* -3.0, 1.9 7.21* 1.99* 1.9 3.89* 11.00* 7.00* 12.92* 11.0 5.00 2.64, 11.0 2.7, 8.0 6.2, 8.8 8.95 14.4 0.74 3.73 0.85 1.07 2.12* 0.60*, 1.72* 13.3, 16.0 10.32, 11.7 3.29, 6.70, 15.0 (see above!) 1.96 1.0 28 77 77 28 77 77 77 77 77 30 34 28 77 28 34 34 28, 77 28 77 77 29 77 77 77 77 34 3434, 78 28 28 30 30 77 77 77 77 77 77 78 78 78 78 80

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* Indicates a thermodynamic value.

PHOSPHATES AND PHOSPHONATES Phosphates Compound pK Ref.
55 53 53 55 55 55 55 55 55 55 56 56 54 54 54 69 54 54 54 54 54 54 54 54 54 54 54 54 54 54 54 54 54 77

Phosphate 1.97, 6.82, 12.5 Glyceric acid 2-phosphate 3.6, 7.1 Enolpyruvic acid 3.5, 6.4 Methyl1.54, 6.31 Ethyl1.60, 6.62n-Propyl1.88,6.67 n-Butyl1.80, 6.84 Dimethyl1.29 Di-n-propyl 1.59 Di-n-butyl1.72 Glucose-30.84, 5.67 Glucose-40.84, 5.67 α-glycero1.40, 6.44 β-glycero1.37, 6.34 3-phosphoglyceric acid 1.42, 3.42 2-phosphoglyceric acid 1.42, 3.55, 7.1 peroxymonophosphoric acid 4.05 diphosphoglyceric acid 7.40, 7.99 glyceraldehyde2.10, 6.75 dioxyacetone1.77,6.45 hexose di1.52, 6.31 fructose-60.97, 6.11 glucose-60.94, 6.11glucose-11.10, 6.13 adenylic acid 3.8?, 6.2? inosinic acid 2.4?, 6.4? ADP 2 strong, 6.6 ATP 3 strong, 6.6 pyrophosphoric acid 0.9, 2.0, 6.6, 9.4 phosphopyruvic acid 3.5, 6.38 creatine phosphate 2.7, 4.5 arginine phosphate 2.8, 4.5, 9.6, 11.2 arginine 2.02, 9.0, 12.5 amino phosphate (-0.9), 2.8, 8.2 trimetaphosphate 2.05

CF 3CCl 3NH 3+CH 2( –OOCCH 2) 2NH +CH 2– CHCl 2CH 2CICH 2Br( –OOCCH 22NH +(CH 2)2CH 2INH 3+CH 2CH 2C6H 5CH=CHHOCH 2C6H 5NH 2+(CH 2) 3C6H 5NH(CH 2) 3Br(CH 2) 2CH 3(CH 2) 5CH(COO–)C6H 5CH 2NH 3+(CH 2) 4)NH 3+(CH 2) 5NH 3+(CH 2) 10–OOC(CH2) 10(CH 3) 3SiCH 2C6H 5CH 2(C 6H 5)SCArylphosphonic acids 2X-RC6H 3PO3H 2 X R Cl 4-O 2N Br 5-O 2N Cl 5-Cl Cl H Br H Br 5-CH 3 Cl 4-NH 2 CH 3O 4-O 2N CH 3O H CH 3O 4-O 2N HO 4-O 2N O2N H F H I H NH 2H --, 7.29 CH 3H 2.10, 7.68 C6H 5 H HOOC H...