Maleic and Fumaric Acids

The following article is from The Great Soviet Encyclopedia (1979). It might be outdated or ideologically biased.

Maleic and Fumaric Acids


geometrical isomers of ethylene dicarboxylic acid.

The geometrical isomerism of ethylene compounds has been studied in great detail using the example of maleic and fumaric acids. Both acids are colorless crystals. Maleic acid, the cis isomer (I), has a melting point of 130°C and a boiling point of 160°C; fumaric acid, the trans isomer (II), has a melting point of 286°C and a boiling point of 290°C.

Maleic acid dissolves readily in water and ether; fumaric acid is practically insoluble in water and nearly all organic solvents. Maleic acid is stronger than fumaric acid but less stable. It is readily converted to fumaric acid under exposure to light or upon heating to temperatures above 200°C. Fumaric acid is converted to maleic acid upon exposure to ultraviolet irradiation.

Fumaric acid is found in certain species of fungus, lichen, and other plants, including Fumaria officinalis. Maleic acid is not found in nature. Both acids can be obtained by heating malic acid. Maleic anhydride (colorless crystals; melting point, 52.8°C; boiling point, 199.9°C) is prepared by oxidizing benzene or furfurol over V2O5 and is used primarily for industrial purposes (for example, in the manufacture of unsaturated polyesters and alkyds).

The Great Soviet Encyclopedia, 3rd Edition (1970-1979). © 2010 The Gale Group, Inc. All rights reserved.
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Krasol LBM is a liquid, solvent-free, low molecular weight polybutadiene with terminal maleic and fumaric acids semi-ester groups.