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Chemistry LibreTexts

16.11: Acid Dissociation Constants

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The following table provides pKa and Ka values for selected weak acids. All values are from Martell, A. E.; Smith, R. M. Critical Stability Constants, Vols. 1–4. Plenum Press: New York, 1976. Unless otherwise stated, values are for 25 oC and for zero ionic strength. Those values in brackets are considered less reliable.

Weak acids are arranged alphabetically by the names of the neutral compounds from which they are derived. In some cases—such as acetic acid—the compound is the weak acid. In other cases—such as for the ammonium ion—the neutral compound is the conjugate base. Chemical formulas or structural formulas are shown for the fully protonated weak acid. Successive acid dissociation constants are provided for polyprotic weak acids; where there is ambiguity, the specific acidic proton is identified.

To find the Kb value for a conjugate weak base, recall that

Ka×Kb=Kw

for a conjugate weak acid, HA, and its conjugate weak base, A.

compound conjugate acid pKa Ka
acetic acid CH3COOH 4.757 1.75×105
adipic acid
adipic.png

4.42

5.42

3.8×105

3.8×106

alanine alanine.png

2.348 (COOH)

9.867 (NH3)

4.49×103

1.36×1010

aminobenzene aminobenzene.png 4.601 2.51×105
4-aminobenzene sulfonic acid aminobenzenesulfonic.png 3.232 5.86×104
2-aminobenzoic acid
2aminobenzoic.png

2.08 (COOH)

4.96 (NH3)

8.3×103

1.1×105

2-aminophenol (T=20°C) 2aminophenol.png

4.78 (NH3)

9.97 (OH)

1.7×105

1.05×1010

ammonia NH+4 9.244 5.70×1010
arginine
arginine.png

1.823 (COOH)

8.991 (NH3)

[12.48] (NH2)

1.50×102

1.02×109

[3.3×1013]

arsenic acid H3AsO4

2.24

6.96

11.50

5.8×103

1.1×107

3.2×1012

asparagine (μ=0.1 M) asparagine.png

2.14 (COOH)

8.72 (NH3)

7.2×103

1.9×109

aspartic acid aspartic.png

1.990 (α-COOH)

3.900 (β-COOH)

10.002 (NH3)

1.02×102

1.26×104

9.95×1011

benzoic acid benzoic.png 4.202 6.28×105
benzylamine benzylamine.png 9.35 4.5×1010
boric acid (pKa2,pKa3: T=20°C) H3BO3

9.236

[12.74]

[13.80]

5.81×1010

[1.82×1013]

[1.58×1014]

carbonic acid H2CO3

6.352

10.329

4.45×107

4.69×1011

catechol catechol.png

9.40

12.8

4.0×1010

1.6×1013

chloracetic acid ClCH2COOH 2.865 1.36×103
chromic acid (pKa1: T=20°C) H2CrO4

–0.2

6.51

1.6

3.1×107

citric acid citric.png

3.128 (COOH)

4.761 (COOH)

6.396 (COOH)

7.45×104

1.73×105

4.02×107

cupferron (μ=0.1 M) cupferron.png 4.16 6.9×105
cysteine cysteine.png

[1.71] (COOH)

8.36 (SH)

10.77 (NH3)

[1.9×102]

4.4×109

1.7×1011

dichloracetic acid Cl2CHCOOH 1.30 5.0×102
diethylamine (CH3CH2)2NH+2 10.933 1.17×1011
dimethylamine (CH3)2NH+2 10.774 1.68×1011
dimethylglyoxime dimethylglyoxime.png

10.66

12.0

2.2×1011

1.×1012

ethylamine CH3CH2NH+3 10.636 2.31×1011
ethylenediamine +H3NCH2CH2NH+3

6.848

9.928

1.42×107

1.18×1010

ethylenediaminetetracetic acid

(EDTA) (μ=0.1 M)

EDTA.png

0.0 (COOH)

1.5 (COOH)

2.0 (COOH)

2.66 (COOH)

6.16 (NH)

10.24 (NH)

1.0

3.2×102

1.0×102

2.2×103

6.9×107

5.8×1011

formic acid HCOOH 3.745 1.80×104
fumaric acid fumaric.png

3.053

4.494

8.85×104

3.21×105

glutamic acid
glutamic.png

2.33 (α-COOH)

4.42 (λ-COOH)

9.95 (NH3)

5.9×103

3.8×105

1.12×1010

glutamine glutamine.png

2.17 (COOH)

9.01 (NH3)

6.8×103

9.8×1010

glycine glycine.png

2.350 (COOH)

9.778 (NH3)

4.47×103

1.67×1010

glycolic acid HOOCH2COOH

3.881 (COOH)

1.48×104
histidine (μ=0.1 M) histidine.png

1.7 (COOH)

6.02 (NH)

9.08 (NH3)

2.×102

9.5×107

8.3×1010

hydrogen cyanide HCN 9.21 6.2×1010
hydrogen fluroride HF 3.17 6.8×104
hydrogen peroxide H2O2 11.65 2.2×1012
hydrogen sulfide H2S

7.02

13.9

9.5×108

1.3×1014

hydrogen thiocyanate HSCN 0.9 1.3×101
8-hydroxyquinoline hydroxyquinoline.png

4.9 (NH)

9.81 (OH)

1.2×105

1.6×1010

hydroxylamine HONH+3 5.96 1.1×106
hypobromous acid HOBr 8.63 2.3×109
hypochlorous acid HOCl 7.53 3.0×108
hypoiodous acid HOI 10.64 2.3×1011
iodic acid HIO3 0.77 1.7×101
isoleucine
isoleucine.png

2.319 (COOH)

9.754 (NH3)

4.8×103

1.76×1010

leucine leucine.png

2.329 (COOH)

9.747 (NH3)

4.69×103

1.79×1010

lysine (μ=0.1 M) lysine.png

2.04 (COOH)

9.08 (α-NH3)

10.69 (ϵ-NH3)

9.1×103

8.3×1010

2.0×1011

maleic acid maleic.png

1.910

6.332

1.23×102

4.66×107

malic acid malic.png

3.459 (COOH)

5.097 (COOH)

3.48×104

8.00×106

malonic acid HOOCCH2COOH

2.847

5.696

1.42×103

2.01×106

methionine (μ=0.1 M) methionine.png

2.20 (COOH)

9.05 (NH3)

6.3×103

8.9×1010

methylamine CH3NH+3 10.64 2.3×1011
2-methylanaline methylaniline2.png 4.447 3.57×105
4-methylanaline methylaniline4.png 5.084 8.24×106
2-methylphenol methylphenol2.png 10.28 5.2×1011
4-methylphenol methylphenol4.png 10.26 5.5×1011

nitrilotriacetic acid

(T=20°C),pKa1: μ=0.1 M)

nitriloacetic.png

1.1 (COOH)

1.650 (COOH)

2.940 (COOH)

10.334 (NH3)

8.×102

2.24×102

1.15×103

4.63×1011

2-nitrobenzoic acid nitrobenzoic2.png 2.179 6.62×103
3-nitrobenzoic acid nitrobenzoic3.png 3.449 3.56×104
4-nitrobenzoic acid nitrobenzoic4.png 3.442 3.61×104
2-nitrophenol nitrophenol2.png 7.21 6.2×108
3-nitrophenol
nitrophenol3.png
8.39 4.1×109
4-nitrophenol nitrophenol4.png 7.15 7.1×108
nitrous acid HNO2 3.15 7.1×104
oxalic acid H2C2O4

1.252

4.266

5.60×102

5.42×105

1,10-phenanthroline phenanthroline.png 4.86 1.38×105
phenol phenol.png 9.98 1.05×1010
phenylalanine phenylalanine.png

2.20 (COOH)

9.31 (NH3)

6.3×103

4.9×1010

phosphoric acid H3PO4

2.148

7.199

12.35

7.11×103

6.32×108

4.5×1013

phthalic acid phthalic.png

2.950

5.408

1.12×103

3.91×106

piperdine piperdine.png 11.123 7.53×1012
proline proline.png

1.952 (COOH)

10.650 (NH)

1.12×102

2.29×1011

propanoic acid CH3CH2COOH

4.874

1.34×105
propylamine CH3CH2CH2NH+3 10.566 2.72×1011
pyridine pyridine.png 5.229 5.90×106
resorcinol resorcinal.png

9.30

11.06

5.0×1010

8.7×1012

salicylic acid salicylic.png

2.97 (COOH)

13.74 (OH)

1.1×103

1.8×1014

serine serine.png

2.187 (COOH)

9.209 (NH3)

6.50×103

6.18×1010

succinic acid succinic.png

4.207

5.636

6.21×105

2.31×106

sulfuric acid H2SO4

strong

1.99

1.0×102

sulfurous acid H2SO3

1.91

7.18

1.2×102

6.6×108

D-tartaric acid tartaric.png

3.036 (COOH)

4.366 (COOH)

9.20×104

4.31×105

threonine threoline.png

2.088 (COOH)

9.100 (NH3)

8.17×103

7.94×1010

thiosulfuric acid H2S2O3

0.6

1.6

3.×101

3.×102

trichloracetic acid (μ=0.1 M) Cl3CCOOH 0.66 2.2×101
triethanolamine (HOCH2CH2)3NH+ 7.762 1.73×108
triethylamine (CH3CH2)3NH+ 10.715 1.93×1011
trimethylamine (CH3)3NH+ 9.800 1.58×1010
tris(hydroxymethyl)amino methane (TRIS or THAM) (HOCH2)3CNH+3 8.075 8.41×109
tryptophan (μ=0.1 M)
tryptophan.png

2.35 (COOH)

9.33 (NH3)

4.5×103

4.7×1010

tyrosine (pKa1: μ=0.1 M) tyrosine.png

2.17 (COOH)

9.19 (NH3)

10.47 (OH)

6.8×103

6.5×1010

3.4×1011

valine valine.png

2.286 (COOH)

9.718 (NH3)

5.18×103

1.91×1010


16.11: Acid Dissociation Constants is shared under a not declared license and was authored, remixed, and/or curated by LibreTexts.

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