Title: Mesoxalic Acid
CAS Registry Number: 473-90-5
CAS Name: Oxopropanedioic acid
Additional Names: ketomalonic acid; oxomalonic acid
Molecular Formula: C3H2O5
Molecular Weight: 118.04
Percent Composition: C 30.53%, H 1.71%, O 67.77%
Line Formula: HOOCCOCOOH
Literature References: Occurs in Medicago sativa L., Leguminosae; has been found in beet molasses. Prepd by boiling a soln of alloxan and lead acetate: Deichsel, J. Prakt. Chem. [1] 93, 194 (1864). By electrolysis of d-tartaric acid in alkaline soln: Chem. Zentralbl. 1922, III, 871. Laboratory prepn from dibromomalonic acid: Conrad, Reinbach, Ber. 35, 1819 (1902); from malonic ester and N2O3: Curtiss, Am. Chem. J. 35, 477 (1906).
Derivative Type: Monohydrate
Additional Names: Dihydroxymalonic acid
Molecular Formula: C3H2O5.H2O
Molecular Weight: 136.06
Percent Composition: C 26.48%, H 2.96%, O 70.55%
Properties: Begins to melt at 113-114° and is clear at 121°. Very sol in water; sol in alc, ether.
Derivative Type: Diethyl ester
Additional Names: Ethyl oxomalonate
Molecular Formula: C7H10O5
Molecular Weight: 174.15
Percent Composition: C 48.28%, H 5.79%, O 45.94%
Properties: Liquid. bp19 105-107°. d415.6 1.1419. nD15.6 1.419. Prepn: A. W. Dox, Org. Synth. coll. vol. I, 266 (2nd ed., 1941). Diethyl ester of dihydroxymalonic acid (C7H12O6) is obtained from the crude ester mixture by fractional distn. Crystals, mp 57°. Sol in water, alcohol.
Melting point: mp 57°
Boiling point: bp19 105-107°
Index of refraction: nD15.6 1.419
Density: d415.6 1.1419
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