有机、无机化合物酸碱解离常数pKa_pKb数据

1、pKa Data Compiled by R. Williamspage-1pKa ValuesINDEXInorganic2Phenazine24Phosphates3Pyrid ine25Carboxylic acids4, 8Pyraz ine26Aliphatic4, 8Aromatic7, 8Qui noli ne27Phe nols9Quin azoli ne27Alcohols and oxyge n acids10, 11Quino xali ne27Ami no Acids12Special Nitroge n Compo unds28Peptides13Hydroxylam

2、i nes28Nitroge n Compo unds14Hydraz ines28Aliphatic amines15, 17, 19Semicarbaz ones28Cyanoamines16Amidoximes28Ani li nes17, 18, 20Thiols29Nucleosides21Carbon Acids30,31Special Table Heterocycles22In dicators31Acridi ne23Refere nces32-34Ben zoq uin oli ne24Cinn oli ne23Hyda ntoin24Imidazole24For comp

3、lex chelati ng age nts, see also refere nee 77.Note. This docume nt was compiled by W.P. Jen cks and has bee n added to by F.H. WestheimerpKa Data Compiled by R. Williamspage-2ACIDSCompo undpKRef.AgOH3.964AI(OH) 311.228As(OH) 39.2228H 3ASO 42.22, 7.0, 13.028H 2AsO 4 6.98*77HAsO 4*11.53*77As 2。304H 3

4、AsO 39.22*H3BO39.23*28H2B4O74.0034HB4O79.0034Be(OH) 23.74HBr-9.0031HOBr8.728HOCl7.53, 7.4628, 33HClO 22.028HClO 3-1.0028HClO 4 (70%)-10.0031CH 3SO3H-0.631HCN9.4034H2CO36.37, 6.35*, 3.5834, 32HCO 310.33*H2CrO4-0.9830HCrO 46.50*2, 30HOCN3.9234HZ3.17*, 0.59*77H 2GeO38.59, 12.7234, 78Ge(OH) 48.68, 12.72

5、8HI-10.031HOI11.028HIO 30.828H4IO6 6.0034H5IO61.64, 1.55, 8.2734, 28HMnO 4-2.2530NH 3OH*5.98*NH 4*9.24*77HN34.72*77HNO 23.2928HNO 3-1.328N2H5+7.99*77H 2N2O27.0534H 2N2O2 11.034H 2OsO 512.134H2O15.7noneH3O +-1.7nonePb(OH) 26.48 (10.92)4 (78)H3PO22.0, 2.23*28H2PO4-7.21*77HPO 4_12.32*77H3PO32.028H2PO36

6、.58*77H4P2O71.52*77H3 P2O7 2.36*77H 2P2O7=6.60*77hp2o7=9.25*77HReO4-1.2530HSCN4.0034H2SeO32.6, 8.3, 2.62*28HSeO38.3277H 2SeO4Stro ng, 2.028HSeO42.0034H3SQ310.034H2SO31.9, 7.0, 1.76*28, 77H2SO4-3.0, 1.928HSO37.21*77hso4-1.99*77h2s2o41.929H2Se3.89*77HSe 11.00*77H2S7.00*77HS 12.92*77HSbO211.034HTe5.003

7、4H2Te2.64, 11.034, 78H2TeO32.7, 8.028Te(OH) 66.2, 8.828h2vo4 8.9530HVO 4=14.430H2CrO40.7477HOCN3.7377HSCN0.8577H3PO21.0777H3PO42.12*77H2S2O30.60*, 1.72*77H 3AuO 313.3, 16.078H3GaO310.32, 11.778H5IO63.29, 6.70, 15.0(see above!)78H4V6O171.9678h2nso3h1.080In dicates a thermod yn amic value.PHOSPHATES A

8、ND F)HOSPHONATESCF3-CCl 3-1.16, 3.931.63, 4.815757PhosphatesNH 3+CH 2-2.35, 5.957Compo undpKRef.(-OOCCH 2)2NH +CH 2 -,5.5757Phosphate1.97, 6.82, 12.555CHCl 2-1.14, 5.6157Glyceric acid 2-phosphate3.6, 7.153CH 2CI-1.40, 6.3057Eno Ipyruvic acid3.5, 6.453CH 2Br-1.14, 6.5257Methyl-1.54, 6.3155Ethyl-1.60,

9、 6.6255(OOCCH 22NH +(CH 2)2-,6.5457n-Propyl-1.88,6.6755CH 2I-1.30, 6.7257n-Butyl-1.80, 6.8455NH 3+CH2CH2-2.45, 7.0057Dimethyl-1.2955c6h 5ch=ch-2.00, 7.157Di-n-propyl1.5955HOCH 2-1.91, 7.1557Di-n-butyl-1.7255C6H5NH 2+(CH 2)3-2.1,-57Glucose-3-Glucose-4-0.84, 5.670.84, 5.675656C6H 5NH(CH 2)3-,7.1757Br(

10、CH 2)2-2.25, 7.357a-glycero-1.40, 6.44543-glycero-1.37, 6.3454CH 3(CH 2)5CH(COO)-,7.5573-phosphoglyceric acid1.42, 3.4254C6H5CH2-2.3, 7.55572-phosphoglyceric acid1.42, 3.55, 7.1NH 3+(CH 2)4)-2.55, 7.5557peroxy mono phosphoric acid 4.0569NH 3+(CH 2)5-2.6, 7.657diphosphoglyceric acid7.40, 7.9954glycer

11、aldehyde-2.10, 6.7554NH 3+(CH 2)10-,8.0057dioxyacet one-1.77,6.4554POC(CH 2)10-,8.2557hexose di-1.52, 6.3154(CH 3)3SiCH 2-3.22, 8.7057fructose-6-0.97, 6.1154C6H5CH2-3.3, 8.457glucose-6-0.94, 6.1154(C6H 5)SC-3.85, 9.0057glucose-1-1.10, 6.1354ade nylic acid3.8?, 6.2?54Arylphosph onic acidsinosin ic ac

12、id2.4?, 6.4?542X-RC6H3PO3H2ADP2 strong, 6.654XRATP3 strong, 6.654Cl4-O 2N1.12, 6.1457pyrophosphoric acid0.9, 2.0, 6.6, 9.454Br5-O 2N(a), 6.1457phosphopyruvic acid3.5, 6.3854Cl5-Cl(a), 6.6357creat ine phosphate2.7, 4.554ClH1.63, 6.9857arginine phosphate2.8, 4.5, 9.6, 11.254BrH1.64, 7.0057argi nine2.0

13、2, 9.0, 12.554Br5-CH 31.81, 7.1557amino phosphate(-0.9), 2.8, 8.254Cl4-NH 2-,7.3357trimetaphosphate2.0577CH 3O4-O 2N1.53, 6.9657Phosph on atesCH 3OH2.16, 7.7757H 2O3P(CH 2)4PO3H 2 <2, 2.75, 7.54, 8.3857CH 3O4-O 2N-,8.2257H 2O3P(CH 2)3PO3H 2 <2, 2.65, 7.34, 8.3557HO4-O 2N1.22, 5.3957H 2O3PCH 2C

14、H(CH 3)PO3H2 <2, 2.6, 7.00, 9.27 57o2nh1.45, 6.7457H 2O3PCH 2PO3H2 <2, 2.57, 6.87, 10.3357FH1.64, 6.8057Methyl-2.3557IH1.74, 7.0657Ethyl-2.4357NH 2H-, 7.2957n-propyl-2.4557CH 3H2.10, 7.6857isopropyl-2.55, 7.7557C6H5H(a), 8.1357n-butyl-2.59, 8.1957HOOCH1.71, 9.1757isobutyl-2.70, 8.4357s-butyl-2

15、.74, 8.4857*These values were obta ined in 50% etha nol.t-butyl-2.79, 8.8857(a) The compo unds were not sufficie ntly soluble.n eope ntyl-2.84, 8.6557For graphical plots of a largenu mber of substituted1,1 Dimethylpropyl-2.88, 8.9657phosphorus compo unds see 83.n-hexyl-2.6, 7.957n-dodecyl-,8.2557tri

16、phosphate8.90, 6.26, 2.3077CH 3(CH 2)5CH(COOH)-1,-57tetrametaphosphate2.7477X-H-H-NH 3+-NH 3X(CH 2)PO 3H 22.357.11.855.35X(CH 2)2PO3H 22.457.852.457.00X(CH 2)4PO3H 22.557.55X(CH 2)5PO3 H22.67.65X(CH 2)6PO2H 22.67.9X(CH 2)10PO2H 28.00fluorophosphate 0.55, 4.8Phosphonates (Ref. 2)56Phosphines in aceto

17、nitrile, see ref. 89.CARBOXYLIC ACIDSAliphaticCompoundpKRef.Acetoacetic3.586Acetopyruvic2.61,7.85 (enol)6Aconitic, trans-2.80,4.466Betaine1.846Citric3.09,4.75, 5.416Crotonic4.696Dihydroxyfumaric1.146Dethylenediamine-2.00,2.676tetraacetic6.16,10.26Formic3.77*2Fumaric3.03,4.546Glyceric3.556Glycollic3.

18、826Glyoxylic3.326Homogentistic4.406a-keto-俟methyl valeric 2.36Lactic3.866Maleic1.93,6.586Malic3.40,5.26Oxaloacetic (trans-enol) 2.566+(cis-enol)2.15,4.066Protocatechuic4.486Pyruvic2.506Tartaric +2.99,4.406+ or -2.89,4.406meso3.22,4.856Vinylacetic4.426Acetic acids, substitutedH-4.76*20O2N-1.68*20(CH

19、3)3N+-1.83*20(CH 3)2NH +-1.95*20CH 3NH 2+-2.16*20NH 3+-2.31*20CH 3SO2-2.36*20NC-2.43*20C6H 5SO2-2.4420HO 2C2.83*20C6H 5SO-2.6620F-2.6620Cl-2.86*20Br-2.8620Cl2-1.2920F2-1.2420Br3-0.6620Cl3-0.6520F3-0.23 (-0.26) (2)20HONC 43.0120F3C-3.07*20N3-3.0320I-3.1220C6H5O-3.1220C2H 5O2C-3.3520C6H5S-3.52*20CH 3O

20、-3.5320NCS-3.5820CH 3CO-3.58*20C2H5O-3.6020n-C3H7O3.6520n-C4H9O3.6620sec.-C4H9O-3.6720HS-3.67*20i-C3H7O-3.69*20CH 3S-3.72*20i-C3H7S-3.72*20C6H 5CH 2S-3.73*20C2H5S-3.74*20n-C3H7S-3.77*20n-C4H9S-3.81*20HO-3.83*20P3S-4.0520(C 6H 5)3CS-4.30*20C6H5-4.31*20CH 2-CH-4.35*20Indicates thermodynamic values.Un

21、saturated acids (25° )Compo undpKref.Compo undpKref.trans-CH 3-CH=CHCO 2H4.69*20H-CH 2CH 2CO2H4.88*2cis-CH 3-CH=CHCO 2H4.44*2H-CH=CHCO 2H4.25*2c6h 5-ch2ch2co2h4.66*2c6h 5ch2ch2co2h4.66*2trans-C 6H 5-CH=CHCO 2H4.44*2c6h 5ch=chco 2h*4.44*2m-CH 3OC6H4CH2CH 2CO2H4.65*C6H 5CH2CH2CO2H4.66*22C6H 5CH=C

22、HCO 2H*4.442m-CH 3OC6H4CH=CHCO 2H4.38*2m-ClC 6H4CH=CHCO 2H*4.29*2m-CIC 6H4CH 2CH 2CO2H4.58*2Un saturated acids, Cis- and Trans-Cis-AcidTrans-Acid/R2C =CR1'co2hR 1R2X/C =C/Zo 2HR1R2cis-acidtran s-acidRef.H-H-4.25*4.25*2CH 3-H-4.44*4.69*2Cl-H-3.323.652C6H 5-H-3.88*4.44*2ClC 6h4H-3.914.4126-BrC 6H

23、4H-4.024.412CH3-CH3-4.305.022C6H 5-H-5.26*5.58*22,4,6-(CH 3)3。6日2-H-6.12*5.70*2C6H 5-CH3-4.98*5.98*2Dicarboxylic acids, un saturated*Maleic1.92, 6.232Alicyclic Dicarboxylic acidsCitrac onic (Dimethylmaleic acid)2.29, 6.152cis-Car oni c(1,1-dimethylcyclopropa ne-23-Acetyle nedicarboxylic1.73, 4.402di

24、carboxylic acid2.34*, 8.31*2?1-tetrahydrophthalic3.01,5.3421,2-tra ns-cyclopropa nedicarboxylicBromomaleic1.45, 4.6223.65*, 5.13*2Bromofumaric1.46, 3.572tran s-car onic3.82*, 5.32*2Chlorofumaric1.78, 3.8121,2-cis-cyclopropa ne-dicarboxylicFumaric3.02, 4.3823.33*, 6.47*2Mesac onic (Dimethylfumaric ac

25、id)3.09, 4.752*tra nsPhthalic2.95, 5.412*in 40% acet oneItaco nic (1-Prope ne-2-3-dicarboxylic acid)Vhermod yn amic3.85, 5.452Chloromaleic1.72, 3.862AliphaticAlicyclic Dicarboxylic acidsCompoundpKRefCompoundpKRef1,2-trans-Cyclopropane-cis-Ethyleneoxide-dicarboxylic3.65, 5.132dicarboxylic1.94, 3.922t

26、rans-Ethyleneoxide-1,3-cis-Cyclobutane-dicarboxylic1.93, 3.252dicarboxylic4.03, 5.3121,3-trans -Cyclobutanedi-1,2-cis-Cyclopentane-carboxylic3.81, 5.282dicarboxylic4.37, 6.5121,2-trans-Cyyclopentane-1,3-cis-Cyclopentanedicarboxylic3.89, 5.912dicarboxylic4.23, 5.5321,3-trans-Cyclopentane-1,2-cisCyclo

27、hexane-dicarboxylic4.40, 5.452dicarboxylic4.34, 6.7621,2-trans-Cyclohexane-1,3 -cis-Cyclohexane-dicarboxylic4.18, 5.932dicarboxylic4.10, 5.4621,3-trans-Cyclohexane-1,4-cis-Cyclohexanedicarboxylic4.31, 5.732di-carboxylic4.44, 5.7921,4-trans-Cyclohexane-dicarboxylic4.18, 5.422Dicarboxylic acids* oxali

28、c1.23, 4.192Succinic4.19, 5.482Malonic2.83, 5.692O-O '-Dimethyl-3.77, 5.942Methyl-3.05, 5.762(high melting)Ethyl-2.99, 5.832O-O '-Dimethyl-3.94, 6.202n-propyl3.00, 5.842(low melting)i-propyl-2.94, 5.882O,O '-Diethyl-3.63, 6.462Dimethyl-3.17, 6.062(high melting)Methylethyl-2.86, 6.41 2O,O

29、'-Diethyl-3.51, 6.60 2Diethyl-2.21, 7.292(low melting)Ethyl-n-propyl-2.15, 7.432Tetramethyl-3.50, 7.28 2Di-n-propyl-2.07, 7.512Glutaric4.34, 5.422Adipic4.42, 5.412B-Methyl4.25, 6.222Pimelic4.48, 5.422B-Ethyl4.29, 6.332Suberic4.52, 5.402B-n-Propyl4.31, 6.392Azelaic4.55, 5.412B,B-Dimethyl-3.70, 6.

30、292DL-1:2-Dichlorosuccinic1.68, 3.1820B,B-Methylethyl-3.62, 6.702meso-1:2-Dichlorosuccinic 1.74, 3.2420B,B-Diethyl-3.62, 7.122DL-1:2-Dibromosuccinic1.48, 20B,B-Di-n-propyl3.69, 7.312meso-1:2-Dibromosuccinic 1.42, 2.9720D-Tartaric3.03, 4.4520DL-1:2-Dimethylsuccinic3.93, 6.0020DL-Tartaric3.03, 20meso-

31、1:2-Dimethylsuccinic 3.77, 5.3620meso-Tartaric3.29, 4.9220*All are thermodynamic valuesAliphaticHO-6.332Bicyclo2.2.2octane-1-carboxylic acids, 4-Br-6.082substitutedLysergic acid, etc.H-6.752ergometrine6.8, -2C 2H 5O2C-6.312Dihydroergometrine7.4, -2NC-5.902俟dihydrolysergol8.2, -2Lysergic acid7.8, 3.3

32、2C6H 5O-3.53*3.95*4.52*a-dihydrolysergic8.3, 3.62CH 3-3.91*4.24*4.34*ergometri nine7.3,-2(CH 3)2CH-4.35*a-dihydrolysergol8.3,-2(CH 3)3N+-1.373.453.436-methylergoli ne8.85,-2NC-3.60*3.55*isolysergic acid8.4, 3.42HO2C*2.95*3.543.51Ydihydrolysergic8.6, 3.62F3C-3.79HO-2.98*4.08*4.58*I-2.85*3.86*Hydroxyc

33、yclohexa necarboxylic acidsCl-2.94*3.83*3.99*Cyclohexa necarboxylic 4.902(CH 3)3Si-4.24*4.27*cis-1,24.802C2H 5O-4.21*4.17*4.45*cis-1,3cis-1,44.604.8422i-C 3H 7O-4.24*4.15*4.68*tran s-1,24.682n-C5H11O-4.55*tran s-1,34.822C6H 5-3.46*tran s-1,44.682CH 3CH 2-3.774.35*(CH 3)3C-3.464.284.40*AromaticHO3P-3

34、.784.033.95benzene-CO 3H4.20*2P3S-4.154.11An thrace ne-1-COOH3.692H2N-4.984.794.92An thrace ne-9-COOH3.652(CH 3)2N-8.425.105.03naphthale ne-2-COOH4.172HO 3As-4.22Naphthale ne-1-COOH3.692P2C-5.41*4.604.82Substituted ben zoic acids (ref. 2)CH 3NH-4._COOHfor complex chelati ng age nts, see al

35、so ref. 84.Ben zoic acidompsee also page 9a for more carboxylic acids.H-4.20*4.21*Ortho-substituted ben zoic acidsO2N-2.17*3.45*3.44Ben zoic acidpKRef.CH 3CO-2-CH 3-3.91*2CH 3SO2-3.64*3.52*2-t-C 4H 9-3.462CH 3S-2,6-(CH 3)2-3.212HS-2,3,4,6-(CH3)4-4.002Br-2.85*3.81*4.00*2,3,5,6-(CH3)4-3.522F-3.27*3.87

36、*4.14*2-C2H5-3.772CH 3O-4.09*4.09*4.47*2-C6H 5-3.46*2n-C 3H 7O-4.24*4.20*4.46*2,4,6-(CH 3)3-3.432n-C 4H 9O-4.25*4.53*2,3,4,5-(CH3)4-4.222Benzene Polycarboxylic acidsRef. 2AcidPositi on of carboxylpQpK”pKIHpKIVpKV pKVIBen zoic14.17*Phthalic1,22.98*5.28*Isophthalic1,33.46*4.46*Terephthalic1,43.51*4.82

37、*Hemimellitic1,2,32.80*4.20*5.87*Trimellitic1,2,42.52*3.84*5.20*9Trimesic1,3,53.12*Mellophanic1,2,3,42.06*Prehnitic1,2,3,52.38*Pyromellitic1,2,4,51.92*Benzenepentacarboxylic1,2,3,4,51.80*Mellitic1.2,3,4,5,61.40*ionic strength 0.03*thermodynamicCarboxylic AcidsRef. 77Aminomalonic acid*3.32, 9.83N-But

38、ylaminoacetic acid2-carboxyethyliminodiacetic acid2.29, 10.072.06, 3.69, 9.66俟carboxymethylami nopropio nic3.61, 9.46a, a-diaminobutyric1.85, 8.24, 10.44Di-(carboxymethyl)-aminomethyl phosphonicacid2.00, 2.25, 5.57, 10.76a, 3-dimercaptosuccinic2.40, 3.46, 9.44, 11.82Ethylenediamine-N,N-diacetic5.58,

39、 11.05a-hydroxybutyric3.65N-2-hydroxyethyliminodiacetic2.2, 8.733-hydroxypropyliminodiacetic2.06, 9.24Iminodipropionic4.11, 9.61Isobutyric*4.86Mandelic acid3.412-Mercaptoethyliminodiacetic-2.14, 8.17, 10.79Methyliminodiacetic2.81, 10.183.89*4.70*3.25*4.73*6.21*3.51*4.44*5.81*2.87*4.49*5.63*2.73*3.97

40、*5.25*2.19*3.31*4.78*6.46*5.89*6.96*2-Methoxyethyliminodiacetic2.2, 8.962-Methylthioethyliminodiacetic2.1, 8.91oxalic acid*1.25, 4.14N-n-propylaminoacetic2.25, 10.03N-2-sulfoethyliminodiacetic 1.92, 2.28, 8.16a-Bromobutyric acid2.97N-(carbamoylmethyl)-imino-diacetic acid2.30, 6.60Cyanomethyliminodia

41、cetic3.06, 4.34a,伕diami no propio nic acid1.23, 6.69Diethylaminoacetic2.04, 10.47Dimethylaminoacetic2.08, 9.80N-ethylaminoacetic2.30, 10.10Gluconic*3.86俟hydroxybutyric4.39俟hydroxypropi onic3.73Iminodiacetic*2.98, 9.89俟iodopropi onic*4.04N-isopropylaminoacetic2.36, 10.06a-mercaptobutyric3.53N-methyla

42、minoacetic2.24, 10.01Nitrilotriacetic3.03, 3.07, 10.2-Phosphonoethyliminodiacetic1.95, 2.45, 6.54, 10.46*ThermodynamicPHENOLSCompoundpKRef.CompoundpKRef.Chromotropic acid5.36, 15.66Resorcinol-, 9.15 (30 o)50o-Methoxyphenol-, 9.9350p-Methoxyphenol-, 10.1650o-Hydroxybenz-3-Hydroxyanthran-aldehyde7.955

43、0ilic acid10.09, 5.20512-Amino-4,5 dimethyl-2-Aminophenolphenol hydrochloride10.45.2851hydrochloride9.99, 4.86514,5-dihydroxybenzene-1,3 disulphonic acid 7.6612.6eKojic acid9.4077PhenolompPhenolompH-9.95 Thermodynamic9.94*O2N-7.23*8.35*7.14*(CH 3)3N+-7.4288OCH-6.798.007.66CH 3SO2-9.337.83NC-8.61Refe

44、rence 527.95CH 3CO-9.198.05CH 3O2C-8.47*C2H5O2C-8.50*n-C4H9O2C-8.47*C3H5CH2O2C-8.41*I-9.17*Br-8.42*9.11*9.34*Cl-8.48*9.02*9.38*F-8.81*9.28*9.95*CH 3S-9.539.53HO-9.489.449.96HOCH 2-9.92*9.83*9.82*CH 3-10.28*10.08 10.19*C2H5-10.29.910.0CH 3O-9.939.6510.20H2N-9.719.8710.30-O2C-9.94*9.39*-O3S-9.299.03-O3P-10.29.9-O3As8.37C6H5-9.939.599.51NO-6.35*2-Chloro-4-Nitro-5.42792-Nitro-4-Chloro-6.4679ALCOHOLS and other OX