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1、pKa Data Compiled by R. Williamspage-1 pKa Values INDEX Inorganic2Phenazine24 Phosphates3Pyridine25 Carboxylic acids4, 8Pyrazine26 Aliphatic4, 8 Aromatic7, 8Quinoline27 Phenols9Quinazoline27 Alcohols and oxygen acids10, 11Quinoxaline27 Amino Acids12Special Nitrogen Compounds28 Peptides13Hydroxylamin
2、es28 Nitrogen Compounds14Hydrazines28 Aliphatic amines15, 17, 19Semicarbazones28 Cyanoamines16Amidoximes28 Anilines17, 18, 20Thiols29 Nucleosides21Carbon Acids30,31 Special Table Heterocycles22Indicators31 Acridine23References32-34 Benzoquinoline24 Cinnoline23 Hydantoin24 Imidazole24 For complex che
3、lating 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. Williamspage-2 ACIDS CompoundpKRef.H3PO22.0, 2.23*28 H2PO47.21*77 AgOH3.964 HPO4_12.32*77 Al(OH)311.228 H3PO32.028 As(OH)3 9.2228 H2PO36.58*77 H3AsO4
4、2.22, 7.0, 13.028 H4P2O71.52*77 H2AsO46.98*77 H3 P2O72.36*77 HAsO4*11.53*77 H2P2O7=6.60*77 As2O304 HP2O7=9.25*77H3AsO39.22* H3BO39.23*28HReO4-1.2530 H2B4O74.0034HSCN4.0034 H2SeO32.6, 8.3, 2.62*28HB4O79.0034 HSeO38.3277Be(OH)23.74 H2SeO4Strong, 2.028HBr-9.0031 HOBr8.728HSeO42.0034 HOCl7.53, 7.4628, 3
5、3H3SiO310.034 HClO22.028 H2SO31.9, 7.0, 1.76*28, 77 HClO3-1.0028 H2SO4-3.0, 1.928 HClO4 (70%)-10.0031 HSO37.21*77 CH3SO3H-0.631 HSO41.99*77 HCN9.4034 H2S2O41.929 H2CO36.37, 6.35*, 3.5834, 32 H2Se3.89*77 HCO310.33* HSe11.00*77 H2CrO4-0.9830 H2S7.00*77 HCrO46.50*2, 30 HS12.92*77 HOCN3.9234 HSbO211.034
6、 HZ3.17*, 0.59*77 HTe5.0034 H2GeO38.59, 12.7234, 78 H2Te2.64, 11.034, 78 Ge(OH)48.68, 12.728 H2TeO32.7, 8.028 HI-10.031 Te(OH)66.2, 8.828 HOI11.028 H2VO48.9530HIO30.828 HVO4=14.430H4IO66.0034 H2CrO40.7477H5IO61.64, 1.55, 8.2734, 28 HOCN3.7377HMnO4-2.2530 HSCN0.8577 NH3OH*5.98* H3PO21.0777 NH4*9.24*7
7、7 H3PO42.12*77 HN34.72*77 H2S2O30.60*, 1.72*77 HNO23.2928 H3AuO313.3, 16.078 HNO3-1.328 H3GaO310.32, 11.778 N2H5+7.99*77 H5IO63.29, 6.70, 15.078 H2N2O27.0534 (see above!) H2N2O211.034 H4V6O171.9678 H2OsO512.134 H2NSO3H1.080 H2O15.7none H3O+-1.7none * Indicates a thermodynamic value. Pb(OH)26.48 (10.
8、92)4 (78) PHOSPHATES AND PHOSPHONATESCF3-1.16, 3.9357 CCl3-1.63, 4.8157 PhosphatesNH3+CH2-2.35, 5.957 CompoundpKRef. (OOCCH2)2NH+CH2 -, 5.5757 Phosphate1.97, 6.82, 12.555 CHCl2-1.14, 5.6157 Glyceric acid 2-phosphate 3.6, 7.153 CH2CI-1.40, 6.3057 Enolpyruvic acid3.5, 6.453 CH2Br-1.14, 6.5257 Methyl-1
9、.54, 6.3155 (OOCCH22NH+(CH2)2- -, 6.5457 Ethyl-1.60, 6.6255 CH2I-1.30, 6.7257 n-Propyl-1.88,6.6755 NH3+CH2CH2-2.45, 7.0057n-Butyl-1.80, 6.8455 Dimethyl-1.2955 C6H5CH=CH-2.00, 7.157 Di-n-propyl1.5955 HOCH2-1.91, 7.1557 Di-n-butyl-1.7255 C6H5NH2+(CH2)3-2.1, -57 Glucose-3-0.84, 5.6756 C6H5NH(CH2)3-, 7.
10、1757 Glucose-4-0.84, 5.6756 Br(CH2)2-2.25, 7.357 -glycero-1.40, 6.4454 CH3(CH2)5CH(COO)-, 7.557 -glycero-1.37, 6.3454 C6H5CH2-2.3, 7.5557 3-phosphoglyceric acid 1.42, 3.4254 NH3+(CH2)4)-2.55, 7.55572-phosphoglyceric acid 1.42, 3.55, 7.1 peroxymonophosphoric acid 4.0569 NH3+(CH2)5-2.6, 7.657 diphosph
11、oglyceric acid 7.40, 7.9954 NH3+(CH2)10-, 8.0057 glyceraldehyde-2.10, 6.7554 OOC(CH2)10- -, 8.2557 dioxyacetone-1.77,6.4554 (CH3)3SiCH2-3.22, 8.7057hexose di-1.52, 6.3154 fructose-6-0.97, 6.1154C6H5CH2-3.3, 8.457 glucose-6-0.94, 6.1154(C6H5)SC-3.85, 9.0057 glucose-1-1.10, 6.1354 adenylic acid3.8?, 6
12、.2?54 Arylphosphonic acids inosinic acid2.4?, 6.4?54 2X-RC6H3PO3H2 ADP2 strong, 6.654 XR ATP3 strong, 6.654 Cl4-O2N1.12, 6.1457 pyrophosphoric acid0.9, 2.0, 6.6, 9.454 Br5-O2N(a), 6.1457 phosphopyruvic acid3.5, 6.3854 Cl5-Cl(a), 6.6357 creatine phosphate2.7, 4.554 ClH1.63, 6.9857 arginine phosphate2
13、.8, 4.5, 9.6, 11.254 BrH1.64, 7.0057 arginine2.02, 9.0, 12.554 Br5-CH31.81, 7.1557 amino phosphate(-0.9), 2.8, 8.254 Cl4-NH2-, 7.3357 trimetaphosphate2.0577 CH3O4-O2N1.53, 6.9657 CH3OH2.16, 7.7757 Phosphonates CH3O4-O2N-, 8.2257 H2O3P(CH2)4PO3H2 1167 Isonitrosoacetone (INA) 8.376 Salicyclaldoxime (S
14、A)9.276 2-Aminopyridine 1-oxide 2.67671,2,3-Cyclohexanetrionetrioxime 8.076 2-Dimethylaminopyridine 1-oxide 2.2767 5-Methyl-1,2,3-cyclohexane-trionetrioxime 8.076 2-Methylamino-1-methoxypyridinium toluene- p-sulphonate1167 4-Benzyloxypyridine 1-oxide1.9967Oxygen acids 1-Benzyloxypyrid-4-one2.5867sul
15、finic acids 2-Methoxypyridine 1-oxide1.2367p-Toluene-1.9973 1-Benzyloxypyrid-2-one-1.767p-Chlorobenzene-73 p-Nitrobenzene-73 Pyridine 1-oxidesp-Bromobenzene-1.8973 RpKRef.m-Nitrobenzene-1.8873 4-CH31.2947Benzene-1.84, 2.1673 3-CH31.0847 Peroxyacids3,4-(CH)41.0147 Peroxymonosulfuric9.469 3-COOC4H90.0
16、347 Acetic8.270 4-NO2-1.747 n-Butyric8.270 3-NH21.4747 Formic7.170 H0.7947 Propionic8.170 3-COOH0.0947 peroxydiphosphoric5.18, 7.885 4-COOH-0.4847 peroxymonophosphoric 4.8590 Peroxides ROOH (Ref. 70) HCH3C2H5iso-C3H7tert-C4H9iso-C4H9 11.611.511.812.112.812.8 Oximesref. 93Pyridine-2-aldoxime heptiodide8.00 benzoquinoline mon-6.25Pyridine-4-aldoxime methiodide8.50 3-pyridine-1,2-ethanedione-2-oxime methiodide7.20 Pyridine-4-aldoxime pentiodide8.50 4-Pyridine-1,2-ethan
