Biuret

Biuret is a chemical compound with the chemical formula HN(CONH2)2. It is a white solid that is soluble in hot water. A variety of organic derivatives are known. The term "biuret" also describes a family of organic compounds with the chemical formula R1R2N−C(=O)−N(R3)−C(=O)−NR4R5, where R1, R2, R3, R4 and R5 are hydrogen, organyl or other groups. Also known as carbamylurea, it results from the condensation of two equivalents of urea. It is a common undesirable impurity in urea-based fertilizers, as biuret is toxic to plants.

Biuret
Names
Preferred IUPAC name
2-Imidodicarbonic diamide
Other names
  • Biuret
  • Allophanamide
  • Carbamylurea
  • Allophanic acid amide
  • Allophanimidic acid
  • N-carbamoylaminomethanamide
  • Ureidoformamide
  • Imidodicarbonic diamide
  • Diurea
Identifiers
3D model (JSmol)
3DMet
1703510
ChEBI
ChemSpider
ECHA InfoCard 100.003.236
EC Number
  • 203-559-0
49702
KEGG
MeSH Biuret
PubChem CID
UNII
  • InChI=1S/C2H5N3O2/c3-1(6)5-2(4)7/h(H5,3,4,5,6,7) Y
    Key: OHJMTUPIZMNBFR-UHFFFAOYSA-N Y
SMILES
  • NC(=O)NC(N)=O
Properties
HN(CONH2)2
Molar mass 103.081 g·mol−1
Appearance White crystals
Odor Odourless
Density 1.467 g/cm3
Melting point 190 °C (decomposes)
Thermochemistry
131.3 J/(mol·K)
Std molar
entropy (S⦵298)
 146.1 J/(mol·K)
Std enthalpy of
formation (ΔfH⦵298)
 (−565.8) – (−561.6) kJ/mol
(−940.1) – (−935.9) kJ/mol
Hazards
GHS labelling:
Warning
H315, H319, H335
P261, P305+P351+P338
Related compounds
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
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