Maleic acid
Dicarboxylic acid / From Wikipedia, the free encyclopedia
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Not to be confused with malic acid or malonic acid.
Maleic acid or cis-butenedioic acid is an organic compound that is a dicarboxylic acid, a molecule with two carboxyl groups. Its chemical formula is HO2CCH=CHCO2H. Maleic acid is the cis-isomer of butenedioic acid, whereas fumaric acid is the trans-isomer. It is mainly used as a precursor to fumaric acid, and relative to its parent maleic anhydride, which has many applications.[4]
Quick Facts Names, Identifiers ...
Names | |
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Preferred IUPAC name
(2Z)-But-2-enedioic acid | |
Other names
(Z)-Butenedioic acid; cis-Butenedioic acid; Malenic acid; Maleinic acid; Toxilic acid | |
Identifiers | |
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3D model (JSmol) |
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3DMet | |
605762 | |
ChEBI | |
ChEMBL | |
ChemSpider |
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DrugBank | |
ECHA InfoCard | 100.003.403 |
EC Number |
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49854 | |
KEGG |
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PubChem CID |
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RTECS number |
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UNII | |
CompTox Dashboard (EPA) |
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Properties | |
C4H4O4 | |
Molar mass | 116.072 g·mol−1 |
Appearance | White solid |
Density | 1.59 g/cm3 [1] |
Melting point | 135 °C (275 °F; 408 K) (decomposes)[2] |
478.8 g/L at 20 C[2] | |
Acidity (pKa) | pka1 = 1.90 pka2 = 6.07 [3] |
-49.71·10−6 cm3/mol | |
Hazards | |
GHS labelling: | |
Warning | |
H302, H315, H317, H319, H335 | |
P261, P264, P270, P271, P272, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P333+P313, P337+P313, P362, P363, P403+P233, P405, P501 | |
NFPA 704 (fire diamond) | |
Safety data sheet (SDS) | MSDS from J. T. Baker |
Related compounds | |
Related carboxylic acids |
fumaric acid succinic acid crotonic acid |
Related compounds |
maleic anhydride maleimide |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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