Dicarboxylic Acids - Examples

Examples

Elementary saturated dicarboxylic acids
Common name IUPAC name Chemical formula Structural formula pKa1 pKa2
Oxalic acid ethanedioic acid HOOC-COOH 1.27 4.27
Malonic acid propanedioic acid HOOC-(CH2)-COOH 2.85 5.70
Succinic acid butanedioic acid HOOC-(CH2)2-COOH 4.21 5.41
Glutaric acid pentanedioic acid HOOC-(CH2)3-COOH 4.34 5.41
Adipic acid hexanedioic acid HOOC-(CH2)4-COOH 4.41 5.41
Pimelic acid heptanedioic acid HOOC-(CH2)5-COOH 4.50 5.43
Suberic acid octanedioic acid HOOC-(CH2)6-COOH 4.62 5.41
Azelaic acid nonanedioic acid HOOC-(CH2)7-COOH 4.54 5.41
Sebacic acid decanedioic acid HOOC-(CH2)8-COOH
undecanedioic acid HOOC-(CH2)9-COOH
dodecanedioic acid HOOC-(CH2)10-COOH
Elementary aromatic dicarboxylic acids
Common name IUPAC name Chemical formula Structural formula
(Ortho-)Phthalic acid benzene-1,2-dicarboxylic acid
o-phthalic acid
C6H4(COOH)2
Isophthalic acid benzene-1,3-dicarboxylic acid
m-phthalic acid
C6H4(COOH)2
Terephthalic acid benzene-1,4-dicarboxylic acid
p-phthalic acid
C6H4(COOH)2
Elementary unsaturated dicarboxylic acids
Type Common name IUPAC name Chemical formula Structural formula
Monounsaturated: two isomeric forms: cis and trans Maleic acid (cis form) and Fumaric acid (trans form) (Z)-Butenedioic acid and (E)-Butenedioic acid HO2CCH=CHCO2H
Glutaconic acid Pent-2-enedioic acid HO2CCH=CHCH2CO2H
Traumatic acid Dodec-2-enedioic acid HO2C(CH2)8CH=CHCO2H
Diunsaturated: three isomeric forms: trans,trans, cis,trans and cis,cis Muconic acid (2E,4E)-Hexa-2,4-dienedioic acid HO2CCH=CHCH=CHCO2H

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