Structure via PubChem · Public domain (PubChem)
biuret
Sign in to saveAlso known as allophanamide, carbamoylurea, ureidoformamide, dicarbonimidic diamide, (aminocarbonyl)urea, aminocarbonylurea, imidodicarbonic diamide
Biuret ( ) is a chemical compound with the chemical formula . 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 , where 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.
Chemical data
- Formula
- C2H5N3O2
- Molecular weight
- 103.08 g/mol
- IUPAC name
- carbamoylurea
- SMILES
- C(=O)(N)NC(=O)N
- InChIKey
- OHJMTUPIZMNBFR-UHFFFAOYSA-N
- XLogP
- -0.7
- Polar surface area
- 98.2 Ų
- H-bond donors
- 3
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Research
893 papers- Determination of serum proteins by means of the biuret reaction.The Journal of biological chemistry · 1949
- Measurement of protein using bicinchoninic acid.Analytical biochemistry · 1985
- 3-(2,3,5,6,7,8-Hexahydro-1H-cyclo-penta-[b]quinolin-9-yl)-1,5-bis-(4-methoxy-phen-yl)biuret.Acta crystallographica. Section E, Structure reports online · 2010
- Colorimetric protein assay techniques.Biotechnology and applied biochemistry · 1999
- Development and Validation of a HPLC-UV Method for Urea and Related Impurities.PDA journal of pharmaceutical science and technology · 2020
via PubMed
Wikidata facts
- Mass
- 103.038176
- Image
- Biuret.jpg
Show 9 more facts
- chemical formula
- C₂H₅N₃O₂
- canonical SMILES
- C(=O)(N)NC(=O)N
- melting point
- 190
- density
- 1.467
- specific heat capacity
- 131.3
- standard molar entropy
- 146.1
- standard enthalpy of formation
- -563.7
- combustion enthalpy
- -938.0
- Commons category
- Biurets
via Wikidata · CC0
~3 min read
Article
6 sectionsContents
- Preparation and structure
- Use as feed
- Biuret test
- History
- Related compounds
- References
Biuret ( ) is a chemical compound with the chemical formula . 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 {{chem2|R^{1}R^{2}N\sC(\dO)\sN(R^{3})\sC(\dO)\sNR^{4}R^{5}|}}, where {{chem2|R^{1}, R^{2}, R^{3}, R^{4} and R^{5}|}} 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.
==Preparation and structure== The parent compound can be prepared by heating urea at 150 °C for ~6 hours until it gets slightly cloudy, then recrystallizing from water. After that, it can be recrystallized repeatedly from 2% sodium hydroxide solution and water to finally get base-free crystalline needles of the monohydrate which are free of cyanuric acid. While heating, a lot of ammonia is expelled: