Biuret

Biuret
Names
	Preferred IUPAC name 2-Imidodicarbonic diamide
	Other names Biuret; Allophanamide; Carbamylurea; Allophanic acid amide; Allophanimidic acid; N-carbamoylaminomethanamide[citation needed]; Ureidoformamide; Imidodicarbonic diamide[citation needed]; Diurea[citation needed];
Identifiers
CAS Number	108-19-0 ;
3D model (JSmol)	Interactive image;
3DMet	B00969;
Beilstein Reference	1703510
ChEBI	CHEBI:18138 ;
ChemSpider	7625 ;
ECHA InfoCard	100.003.236
EC Number	203-559-0;
Gmelin Reference	49702
KEGG	C06555 ;
MeSH	Biuret
PubChem CID	7913;
UNII	89LJ369D1H ;
CompTox Dashboard (EPA)	DTXSID2026783 ;
	InChI InChI=1S/C2H5N3O2/c3-1(6)5-2(4)7/h(H5,3,4,5,6,7) Key: OHJMTUPIZMNBFR-UHFFFAOYSA-N ;
	SMILES NC(=O)NC(N)=O;
Properties
Chemical formula	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
Heat capacity (C)	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
Std enthalpy of; combustion (ΔcH⦵298)	(−940.1) – (−935.9) kJ/mol
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
Precautionary statements	P261, P305+P351+P338
Related compounds
Related compounds	urea; triuret; cyanuric acid;
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Biuret (/ˈbjurɛt/ BYUR-ret) 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.

^ ^a ^b Favre, Henri A.; Powell, Warren H. (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. p. 866. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.
^ ^a ^b ^c ^d ^e Scifinder, version 2007.1; Chemical Abstracts Service: Columbus, OH; RN 108-19-0 (accessed June 15, 2012)

[iupac2013-1] Favre, Henri A.; Powell, Warren H. (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. p. 866. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.

[SciFinder-2] Scifinder, version 2007.1; Chemical Abstracts Service: Columbus, OH; RN 108-19-0 (accessed June 15, 2012)

[1]

[2]

Names


Preferred IUPAC name 2-Imidodicarbonic diamide^[1]
Other names Biuret^[1] Allophanamide^[2] Carbamylurea^[2] Allophanic acid amide^[2] Allophanimidic acid^[2] N-carbamoylaminomethanamide^{[citation needed]} Ureidoformamide^[2] Imidodicarbonic diamide^{[citation needed]} Diurea^{[citation needed]}
Identifiers
CAS Number	108-19-0^Y
3D model (JSmol)	Interactive image
3DMet	B00969
Beilstein Reference	1703510
ChEBI	CHEBI:18138^Y
ChemSpider	7625^Y
ECHA InfoCard	100.003.236
EC Number	203-559-0
Gmelin Reference	49702
KEGG	C06555^Y
MeSH	Biuret
PubChem CID	7913
UNII	89LJ369D1H^N
CompTox Dashboard (EPA)	DTXSID2026783
InChI 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
Chemical formula	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
Heat capacity (C)	131.3 J/(mol·K)
Std molar entropy (S^⦵₂₉₈)	146.1 J/(mol·K)
Std enthalpy of formation (Δ_fH^⦵₂₉₈)	(−565.8) – (−561.6) kJ/mol
Std enthalpy of combustion (Δ_cH^⦵₂₉₈)	(−940.1) – (−935.9) kJ/mol
Hazards
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
Precautionary statements	P261, P305+P351+P338
Related compounds
Related compounds	urea triuret cyanuric acid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references