Nitrourea

Not to be confused with urea nitrate.
Nitrourea
Names
Preferred IUPAC name
Nitrourea
Other names
N-Nitrocarbamide
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.008.314
UNII
  • InChI=1S/CH3N3O3/c2-1(5)3-4(6)7/h(H3,2,3,5) Y
    Key: CMUOJBJRZUHRMU-DTXNPOPMCO Y
  • C(=O)(N)N[N+](=O)[O-]
  • NC(=O)N[N+]([O-])=O
Properties[1]
CH3N3O3
Molar mass 105.053 g·mol−1
Appearance White crystalline solid
Density 1.73 g/cm3
Melting point 158.4–158.8 °C (317.1–317.8 °F; 431.5–431.9 K)[2] (decomposes)
2±0.2 g/100 mL
Solubility Slightly soluble in benzene and chloroform
Solubility in acetone 4.1±0.5 g/100mL
Solubility in ethanol 1.72±0.06 g/100mL
Solubility in methanol 4.3±0.8 g/100mL
Thermochemistry[3]
−639.7 kcal/kg
133.56 cal/mol
Explosive data[3]
Shock sensitivity Low (incomplete explosion at 460 mm (18 in) / 2 kg (4.4 lb) weight)
Detonation velocity 6860
RE factor 0.94 (Trauzl test, picric acid)
Related compounds
Related compounds
 Urea nitrate
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Nitrourea is a strong high explosive compound synthesized by the nitration of urea or by way of a dehydration reaction of urea nitrate with sulfuric acid at 0 °C (32 °F).[4][2]

References

  1. ^ Oxley, Jimmie C.; Smith, James L.; Vadlamannati, Sravanthi; Brown, Austin C.; Zhang, Guang; Swanson, Devon S.; Canino, Jonathan (2013). "Synthesis and Characterization of Urea Nitrate and Nitrourea" (PDF). Propellants, Explosives, Pyrotechnics. 38 (3): 335–44. doi:10.1002/prep.201200178.
  2. ^ a b Ingersoll, A. W.; Armendt, B.F. (1925). "Nitrourea". Organic Syntheses. 5: 85; Collected Volumes, vol. 1, 1941, p. 417.
  3. ^ a b Kaye, Seymour M.; Henry L., Herman (January 1983). "U - Urea Derivatives Formed by Partial Substitution - Nitrourea". Encyclopedia of Explosives and Related Items (PDF) (Technical report). Vol. 10, U.D.C. through Z-Salz. Picatinny Arsenal, Dover, NJ: U.S. Army Research and Development Command TACOM - Ardec Warheads, Energetics and Combat Support Center. pp. U108. LCCN 61-61759. ADA134347, PATR 2700.
  4. ^ "Nitrourea". CAMEO Chemicals. NOAA. 2.4.
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