Nitrourea
Structural Formula Vector Image
Title: Nitrourea
CAS Registry Number: 556-89-8
Additional Names: N-Nitrocarbamide
Molecular Formula: CH3N3O3
Molecular Weight: 105.05
Percent Composition: C 11.43%, H 2.88%, N 40.00%, O 45.69%
Line Formula: NH2CONHNO2
Literature References: Prepd by the action of concd sulfuric acid upon urea nitrate: Thiele, Lachman, Ann. 288, 281 (1895); Ingersoll, Armendt, Org. Synth. 5, 85 (1925). By dropwise addition of HCl to a cooled mixture of silver cyanate and nitramide in water: Davis, Blanchard, J. Am. Chem. Soc. 51, 1794 (1929).
Properties: Platelets from alcohol + petr ether dec 158.4-158.8°. pK (20°) 2.15. Absorption spectrum: Baly, Desch, J. Chem. Soc. 93, 1753 (1908). Soluble in hot water, but water solns are unstable. Decompn in aq alkaline solns is almost instantaneous. Freely sol in acetone, alcohol, acetic acid. Sparingly sol in petr ether, chloroform, benzene. Stable to oxidizing agents. Can be detonated, but is not sensitive to percussion or heating.
pKa: pK (20°) 2.15

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