有机无机酸碱pKa汇总

pKa Values

INDEX

Inorganic2Phenazine24 Phosphates3Pyridine25 Carboxylic acids4, 8Pyrazine26

Aliphatic4, 8

Aromatic7, 8Quinoline27

Phenols9Quinazoline27

Alcohols and oxygen acids10, 11Quinoxaline27

Amino Acids12Special Nitrogen Compounds28

Peptides13Hydroxylamines28

Nitrogen Compounds14Hydrazines28

Aliphatic amines15, 17, 19Semicarbazones28 Cyanoamines16Amidoximes28

Anilines17, 18, 20Thiols29 Nucleosides21Carbon Acids30,31 Special Table Heterocycles22Indicators31

Acridine23References32-34 Benzoquinoline24

Cinnoline23

Hydantoin24

Imidazole24

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

ACIDS

Compound pK Ref.H3PO2 2.0, 2.23*28

H2PO4–7.21*77 AgOH 3.964

HPO4_12.32*77

Al(OH)311.228

H3PO3 2.028

As(OH)39.2228

H2PO3– 6.58*77

H3AsO4 2.22, 7.0, 13.028

H4P2O7 1.52*77

H2AsO4– 6.98*77

H3 P2O7– 2.36*77 HAsO4*11.53*77

H2P2O7= 6.60*77

As2O304

H3AsO39.22*

HP2O7=9.25*77

H3BO39.23*28HReO4-1.2530

H2B4O7 4.0034HSCN 4.0034

H2SeO3 2.6, 8.3, 2.62*28 HB4O79.0034

HSeO38.3277

Be(OH)2 3.74

H2SeO4Strong, 2.028 HBr-9.0031

HOBr8.728HSeO4 2.0034 HOCl7.53, 7.4628, 33H3SiO310.034 HClO2 2.028H2SO3 1.9, 7.0, 1.76*28, 77 HClO3-1.0028H2SO4-3.0, 1.928 HClO4 (70%)-10.0031HSO37.21*77

CH3SO3H-0.631HSO

4– 1.99*77 HCN9.4034H

2S2O4 1.929

H2CO3 6.37, 6.35*, 3.5834, 32H

2Se 3.89*77 HCO310.33*

HSe–11.00*77

H2CrO4-0.9830

H2S7.00*77 HCrO4 6.50*2, 30

HS–12.92*77 HOCN 3.9234

HSbO211.034 HZ 3.17*, 0.59*77

HTe 5.0034

H2GeO38.59, 12.7234, 78

H2Te 2.64, 11.034, 78 Ge(OH)48.68, 12.728

H2TeO3 2.7, 8.028

HI-10.031

Te(OH)6 6.2, 8.828 HOI11.028

H2VO4–8.9530 HIO30.828

HVO4=14.430

H4IO6– 6.0034

H2CrO40.7477

H5IO6 1.64, 1.55, 8.2734, 28

HOCN 3.7377 HMnO4-2.2530

HSCN0.8577 NH3OH* 5.98*

H3PO2 1.0777 NH4*9.24*77

H3PO4 2.12*77 HN3 4.72*77

H2S2O30.60*, 1.72*77 HNO2 3.2928

H3AuO313.3, 16.078 HNO3-1.328

H3GaO310.32, 11.778

N2H5+7.99*77

H5IO6 3.29, 6.70, 15.078

H2N2O27.0534

(see above!)

H2N2O2–11.034H

4V6O17 1.9678

H2OsO512.134H

2NSO3H 1.080

H2O15.7none

H3O+-1.7none* 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

57Phosphates NH 3+CH 2- 2.35, 5.9

57Compound

pK

Ref.

(–OOCCH 2)2NH +CH 2– --, 5.5757Phosphate 1.97, 6.82, 12.555CHCl 2- 1.14, 5.61

57Glyceric acid 2-phosphate 3.6, 7.153CH 2CI- 1.40, 6.30

57Enolpyruvic acid 3.5, 6.453CH 2Br- 1.14, 6.52

57Methyl- 1.54, 6.31

55(–OOCCH 22NH +(CH 2)2- --, 6.5457Ethyl- 1.60, 6.62

55CH 2I- 1.30, 6.72

57n-Propyl- 1.88,6.67

55NH 3+CH 2CH 2- 2.45, 7.00

57n-Butyl- 1.80, 6.84

55Dimethyl- 1.29

55C 6H 5CH=CH- 2.00, 7.1

57Di-n-propyl 1.5955HOCH 2- 1.91, 7.15

57Di-n-butyl- 1.72

55C 6H 5NH 2+(CH 2)3- 2.1, --57Glucose-3-0.84, 5.67

56C 6H 5NH(CH 2)3---, 7.17

57Glucose-4-0.84, 5.67

56Br(CH 2)2- 2.25, 7.3

57α-glycero- 1.40, 6.44

54CH 3(CH 2)5CH(COO –)---, 7.5

57β-glycero- 1.37, 6.34

54C 6H 5CH 2- 2.3, 7.55

573-phosphoglyceric acid 1.42, 3.4254NH 3+(CH 2)4)- 2.55, 7.55

572-phosphoglyceric acid 1.42, 3.55, 7.1peroxymonophosphoric acid 4.0569NH 3+(CH 2)5- 2.6, 7.6

57diphosphoglyceric acid 7.40, 7.9954NH 3+(CH 2)10---, 8.00

57glyceraldehyde- 2.10, 6.75

54–OOC(CH 2)10---, 8.25

57dioxyacetone- 1.77,6.45

54(CH 3)3SiCH 2- 3.22, 8.70

57hexose di- 1.52, 6.31

54fructose-6-0.97, 6.11

54C 6H 5CH 2- 3.3, 8.4

57glucose-6-0.94, 6.11

54(C 6H 5)SC- 3.85, 9.0057

glucose-1- 1.10, 6.13

54adenylic acid 3.8?, 6.2?54Arylphosphonic acids inosinic acid 2.4?, 6.4?542X-RC 6H 3PO 3H 2ADP 2 strong, 6.654X R ATP 3 strong, 6.654Cl 4-O 2N 1.12, 6.1457pyrophosphoric acid 0.9, 2.0, 6.6, 9.454Br 5-O 2N (a), 6.1457phosphopyruvic acid 3.5, 6.3854Cl 5-Cl (a), 6.6357creatine phosphate 2.7, 4.554Cl H 1.63, 6.9857arginine phosphate 2.8, 4.5, 9.6, 11.254Br H 1.64, 7.0057arginine 2.02, 9.0, 12.554Br 5-CH 3 1.81, 7.1557amino phosphate (-0.9), 2.8, 8.254Cl 4-NH 2--, 7.3357trimetaphosphate 2.05

77

CH 3O 4-O 2N 1.53, 6.9657CH 3O H 2.16, 7.7757Phosphonates

CH 3O 4-O 2N --, 8.2257H 2O 3P(CH 2)4PO 3H 2 <2, 2.75, 7.54, 8.3857HO 4-O 2N 1.22, 5.3957H 2O 3P(CH 2)3PO 3H 2 <2, 2.65, 7.34, 8.3557O 2N H 1.45, 6.7457H 2O 3PCH 2CH(CH 3)PO 3H 2 <2, 2.6, 7.00, 9.2757F H 1.64, 6.8057H 2O 3PCH 2PO 3H 2 <2, 2.57, 6.87, 10.3357I H 1.74, 7.0657

Methyl- 2.3557

NH 2H --, 7.2957Ethyl- 2.4357

CH 3H 2.10, 7.6857

n-propyl- 2.4557

C 6H 5H (a), 8.1357isopropyl- 2.55, 7.7557

HOOC H

1.71, 9.17

57

n-butyl- 2.59, 8.1957

isobutyl- 2.70, 8.4357

**These values were obtained in 50% ethanol.s-butyl- 2.74, 8.4857

(a) The compounds were not sufficiently soluble.

t-butyl- 2.79, 8.8857

For graphical plots of a large number of substituted phosphorus compounds see 83.

neopentyl- 2.84, 8.6557

1,1 Dimethylpropyl- 2.88, 8.9657

n-hexyl- 2.6, 7.957

triphosphate

8.90, 6.26, 2.3077n-dodecyl---, 8.2557

tetrametaphosphate 2.7477

CH 3(CH 2)5CH(COOH)- 1, --57