Maleic Acid

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Description

Maleic Acid is an organic salt or ester of maleic acid that could be conjugated to free base compounds/drugs to improve the physiochemical properties including stability, solubility and dissolution rate. Maleic acid is a colorless crystalline solid having a faint odor. It is combustible though it may take some effort to ignite. It is soluble in water. It is used to make other chemicals and for dyeing and finishing naturally occurring fibers. Maleic acid is an industrial raw material for the production of glyoxylic acid by ozonolysis. Maleic acid is an organic compound which is a dicarboxylic acid (molecule with two carboxyl groups). The molecule consists of an ethylene group flanked by two carboxylic acid groups. Maleic acid is the cis isomer of butenedioic acid, whereas fumaric acid is the trans isomer. The cis isomer is the less stable one of the two, the difference in heat of combustion is 22. 7 kJ/mol. The physical properties of maleic acid are very different from that of fumaric acid. Maleic acid is soluble in water whereas fumaric acid is not and the melting point of maleic acid (130 – 131 degree centigrade) is also much lower than that of fumaric acid (287 degree centigrade). Both properties of maleic acid can be explained on account of the intramolecular hydrogen bonding that takes place at the expense of intermolecular interactions. Maleic acid is converted into maleic anhydride by dehydration, to malic acid by hydration, and to succinic acid by hydrogenation. It reacts with thionyl chloride or phosphorus pentachloride to give the maleic acid chloride (it is not possible to isolate the mono acid chloride). Maleic acid is a reactant in many Diels-Alder reactions. Formula C4H4O4 Molar mass 116.072 g/mol CAS Number 110-16-7 Density 1.59 g/cm3 at 25°C (77°F) – lit. Purity/Grade ≥99% (HPLC) Appearence White powder Melting point/freezing point 137 – 140°C (279 – 284°F) – lit. Initial boiling point and boiling range 157.8°C (316.0°F) at 997 hPa (748 mmHg) – OECD Test Guideline 103 Flash point Not applicable Vapour pressure Vapour density 4.0 at 20°C (68°F) Water solubility 478.8 g/l at 20°C (68°F) – OECD Test Guideline 105 pH 1.3 at 100 g/l at 20°C (68°F) Partition coefficient: n-octanol/water log Pow: – 1.3 at 20°C (68°F) – OECD Test Guideline 107 – Bioaccumulation is not expected.””

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