7958. 2,3-Pyrazinedicarboxylic Acid

Nomenclature

CAS number: 89-01-0
C6H4N2O4; mol wt 168.11.
C 42.87%, H 2.40%, N 16.66%, O 38.07%.

Description and references

Prepd by permanganate oxidation of quinoxaline: Gabriel, Sonn, Ber. 40, 4850 (1907); Sausville, Spoerri, J. Am. Chem. Soc. 63, 3153 (1941); Jones, McLaughlin, Org. Synth. 30, 86 (1950).

Chemical structure

Derivative

Dihydrate.

Properties

Prisms from water. Becomes anhydr at 100°, then melts at 183-185° (with evolution of CO2). The dry dust provokes sneezing. Freely sol in water. Soluble in methanol, acetone, ethyl acetate. Slightly sol in ethanol, ether, chloroform, benzene, petr ether.

Derivative

Dimethyl ester.
C8H8N2O4; mol wt 196.16.
C 48.98%, H 4.11%, N 14.28%, O 32.63%.

Properties

Crystals, mp 50°. Sol in water, acetone. Insol in benzene, petr ether.

Derivative

Diamide.
C6H6N4O2; mol wt 166.14.
C 43.38%, H 3.64%, N 33.72%, O 19.26%.

Properties

Crystals, dec 240°. Sol in boiling water.