Malonic acid
Carboxylic acid with chemical formula CH2(COOH)2 / From Wikipedia, the free encyclopedia
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Not to be confused with malic acid or maleic acid.
Malonic acid (IUPAC systematic name: propanedioic acid) is a dicarboxylic acid with structure CH2(COOH)2. The ionized form of malonic acid, as well as its esters and salts, are known as malonates. For example, diethyl malonate is malonic acid's diethyl ester. The name originates from the Greek word μᾶλον (malon) meaning 'apple'.
Quick Facts Names, Identifiers ...
Names | |
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Preferred IUPAC name
Propanedioic acid[1] | |
Other names
Methanedicarboxylic acid | |
Identifiers | |
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3D model (JSmol) |
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ChEBI | |
ChEMBL | |
ChemSpider |
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DrugBank |
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ECHA InfoCard | 100.005.003 |
PubChem CID |
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UNII | |
CompTox Dashboard (EPA) |
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Properties | |
C3H4O4 | |
Molar mass | 104.061 g·mol−1 |
Density | 1.619 g/cm3 |
Melting point | 135 to 137 °C (275 to 279 °F; 408 to 410 K) (decomposes) |
Boiling point | decomposes |
763 g/L | |
Acidity (pKa) | pKa1 = 2.83[2] pKa2 = 5.69[2] |
-46.3·10−6 cm3/mol | |
Related compounds | |
Other anions |
Malonate |
Related carboxylic acids |
Oxalic acid Propionic acid Succinic acid Fumaric acid |
Related compounds |
Malondialdehyde Dimethyl malonate |
Hazards | |
Safety data sheet (SDS) | External MSDS |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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