9866. Urazole

Nomenclature

CAS number: 3232-84-6
1,2,4-Triazolidine-3,5-dione; bicarbamimide; 1H-1,2,4-triazole-3,5(2H,4H)-dione; hydrazodicarbonimide; 3,5-diketotriazolidine.
C2H3N3O2; mol wt 101.06.
C 23.77%, H 2.99%, N 41.58%, O 31.66%.

Description and references

Prepd by heating biuret with hydrazine hydrate at 108°: Stolle, Krauch, J. Prakt. Chem. [2] 88, 313 (1913). From methyl or ethyl allophanate: Gordon, Audrieth, Inorg. Synth. 5, 52 (1957).

Chemical structure

Properties

Leaflets from water, dec 249-250°. Weak acid, Ka: 1.6×106. pH of satd aqueous soln at 25° = 3.15. Soly in water (g/100 ml): 2.83 (0°); 23.7 (65°). Sparingly sol in alc, practically insol in ether. Sol in concd HCl from which it crystallizes without change. Forms ammonium and sodium salts.