5913. Mesoxalic Acid

Nomenclature

CAS number: 473-90-5
2-Oxopropanedioic acid; ketomalonic acid; oxomalonic acid.
C3H2O5; mol wt 118.04.
C 30.53%, H 1.71%, O 67.77%.

Description and 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) Prepn of diethyl ester: A. W. Dox, Org. Synth. coll. vol. I, 266 (2nd ed., 1941).

Chemical structure

Properties

Solid, mp 121°.

Derivative

Hydrate.

Nomenclature

CAS number: 560-27-0
Dihydroxymalonic acid.
C3H4O6; mol wt 136.06.
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

Diethyl ester.

Nomenclature

CAS number: 609-09-6
Ethyl mesoxalate; ethyl oxomalonate.
C7H10O5; mol wt 174.15.
C 48.28%, H 5.79%, O 45.94%.

Properties

Golden-yellow liquid. bp19 105-107°; bp15 103-108°. d415.6 1.1419. nD15.6 1.419.