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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 \times 10^{-5}

1,10-phenanthroline phenanthroline.png 4.86 1.38 \times 10^{-5}
phenol phenol.png 9.98 1.05 \times 10^{-10}
phenylalanine phenylalanine.png

2.20 (COOH)

9.31 (\ce{NH3})

6.3 \times 10^{-3}

4.9 \times 10^{-10}

phosphoric acid \ce{H3PO4}

2.148

7.199

12.35

7.11 \times 10^{-3}

6.32 \times 10^{-8}

4.5 \times 10^{-13}

phthalic acid phthalic.png

2.950

5.408

1.12 \times 10^{-3}

3.91 \times 10^{-6}

piperdine piperdine.png 11.123 7.53 \times 10^{-12}
proline proline.png

1.952 (COOH)

10.650 (NH)

1.12 \times 10^{-2}

2.29 \times 10^{-11}

propanoic acid \ce{CH3CH2COOH}

4.874

1.34 \times 10^{-5}
propylamine \ce{CH3CH2CH2NH3+} 10.566 2.72 \times 10^{-11}
pyridine pyridine.png 5.229 5.90 \times 10^{-6}
resorcinol resorcinal.png

9.30

11.06

5.0 \times 10^{-10}

8.7 \times 10^{-12}

salicylic acid salicylic.png

2.97 (COOH)

13.74 (OH)

1.1 \times 10^{-3}

1.8 \times 10^{-14}

serine serine.png

2.187 (COOH)

9.209 (\ce{NH3})

6.50 \times 10^{-3}

6.18 \times 10^{-10}

succinic acid succinic.png

4.207

5.636

6.21 \times 10^{-5}

2.31 \times 10^{-6}

sulfuric acid \ce{H2SO4}

strong

1.99

1.0 \times 10^{-2}

sulfurous acid \ce{H2SO3}

1.91

7.18

1.2 \times 10^{-2}

6.6 \times 10^{-8}

D-tartaric acid tartaric.png

3.036 (COOH)

4.366 (COOH)

9.20 \times 10^{-4}

4.31 \times 10^{-5}

threonine threoline.png

2.088 (COOH)

9.100 (\ce{NH3})

8.17 \times 10^{-3}

7.94 \times 10^{-10}

thiosulfuric acid \ce{H2S2O3}

0.6

1.6

3. \times 10^{-1}

3. \times 10^{-2}

trichloracetic acid (\mu = 0.1 \text{ M}) \ce{Cl3CCOOH} 0.66 2.2 \times 10^{-1}
triethanolamine \ce{(HOCH2CH2)3NH+} 7.762 1.73 \times 10^{-8}
triethylamine \ce{(CH3CH2)3NH+} 10.715 1.93 \times 10^{-11}
trimethylamine \ce{(CH3)3NH+} 9.800 1.58 \times 10^{-10}
tris(hydroxymethyl)amino methane (TRIS or THAM) \ce{(HOCH2)3CNH3+} 8.075 8.41 \times 10^{-9}
tryptophan (\mu = 0.1 \text{ M})
tryptophan.png

2.35 (COOH)

9.33 (\ce{NH3})

4.5 \times 10^{-3}

4.7 \times 10^{-10}

tyrosine (pK_\text{a1: } \mu = 0.1 \text{ M}) tyrosine.png

2.17 (COOH)

9.19 (\ce{NH3})

10.47 (OH)

6.8 \times 10^{-3}

6.5 \times 10^{-10}

3.4 \times 10^{-11}

valine valine.png

2.286 (COOH)

9.718 (\ce{NH3})

5.18 \times 10^{-3}

1.91 \times 10^{-10}


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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