Biuret
Grundinformationen
- CAS
108-19-0- Standard-SMILES
NC(=O)NC(N)=O- InChIKey
OHJMTUPIZMNBFR-UHFFFAOYSA-N- Summenformel
- C2H5N3O2
- Durchschnittliche Molmasse
- 103,08 g/mol
- Monoisotopische Masse
- 103,03817641
Überblick
Biuret is a member of the class of condensed ureas that is the compound formed by the condensation of two molecules of urea; the parent compound of the biuret group of compounds. Used as a non-protein nitrogen source in ruminant feed.
Namen und Bezeichner
- Bevorzugter Name
- Biuret
- IUPAC
- carbamoylurea
- Lokaler Name
- Biuret
- Englischer Name
- Biuret
- Summenformel
- C2H5N3O2
- Molmasse
- 103.08
Namen und Synonyme
Biuret108-19-0CarbamoylureaAllophanamideIMIDODICARBONIC DIAMIDECarbamylureaUreidoformamideAllophanic acid amideDicarbamylamineIsobiuretAllophanimidic acidUrea, (aminocarbonyl)-
Weitere Namen anzeigen
BIURET REAGENTDicarbonimidic diamideiuretAllophamicacidamideL-101biureBiuretGr
Caswell No. 159ADTXSID202678389LJ369D1HNSC-8020DTXCID606783CHEBI:18138RefChem:120563203-559-0
Datenbank-Bezeichner
- CAS
108-19-0- PubChem CID
- 7913
- DTXSID
DTXSID2026783- ChEMBL
CHEMBL1889026- ChEBI
CHEBI:18138- UNII
- 89LJ369D1H
- EC Number
- 203-559-0
- Nikkaji
- J2.416C
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- -0,7
- Polarare Oberfläche (TPSA)
- 98,2 Ų
- H-Brücken-Donoren
- 3
- H-Brücken-Akzeptoren
- 2
- Frei drehbare Bindungen
- 0
- Schwere Atome
- 7
- Formalladung
- 0
- Komplexität
- 87,1
Experimentelle und physikochemische Eigenschaften
Chemical ClassesNitrogen Compounds -> Other Nitrogen Compounds
DrugsPharmaceuticals -> Metabolite of Metformin
SpringerMaterials Properties15N nuclear magnetic resonance spectrum
OdorODORLESS
Density1.467 @ -5 °C/4 °C
Color/Form
ELONGATED PLATES FROM ETHANOL
NEEDLES FROM WATER CRYSTALLIZING WITH 1 MOLECULE OF WATER PER MOLECULE OF COMPD
WHITE NEEDLES
SolubilitySOL IN 100 G WATER: 2.01 G @ 25 °C, 7 G @ 50 °C, 20 G @ 75 °C, 53.5 G @ 105.5 °C; FREELY SOL IN ALCOHOL; VERY SLIGHTLY SOL IN ETHER
Melting Point190 °C, DECOMP
Physical Description
CBI
White hygroscopic solid; [HSDB] White odorless powder; [Alfa Aesar MSDS]
Other Experimental Properties
HYGROSCOPIC; PYROLYSIS @ HIGH TEMP (GREATER THAN 193 °C) YIELDS MELAMINE
WHEN CRYSTALLIZED FROM WATER, 5C2-H5-N3-O2.4H20 IS FORMED, WHICH BECOMES ANHYDROUS @ 110 °C, DECOMP @ ABOUT 193 °C
AQ SOLN TREATED WITH CUPRIC SULFATE & SODIUM HYDROXIDE GIVE REDDISH-VIOLET COLOR
Physikochemische Eigenschaften
- Schmelzpunkt
- 185 · 185-190 °C (dec.) (lit.)
- Siedepunkt
- 100 °C · 100 °C
- Dichte
- 1.01 g/mL · 1.01 g/mL at 20 °C
- Brechungsindex
- 1.4264 · 1.4264 (estimate)
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)
- pka
- 10.17 · 10.17±0.46(Predicted)
- Aggregatzustand
- Liquid
- Farbe
- White
- Geruch (Odor)
- Odorless
- Wasserlöslichkeit
- 2 g/100 · 2 g/100 mL (25 ºC)
- Merck
- 14 · 14,1309
- BRN
- 1703510 · 1703510
- Stabilität
- Stable. Incompatible with strong oxidizing agents, strong bases. Hygroscopic.
- InChI
- 1S/C2H5N3O2/c3-1(6)5-2(4)7/h(H5,3,4,5,6,7)
- InChIKey
- OHJMTUPIZMNBFR-UHFFFAOYSA-N
- SMILES
- NC(=O)NC(N)=O
- CAS Datenbank
- 108 · 108-19-0(CAS DataBase Reference)
- NIST chemische Informationen
- Imidodicarbonic diamide(108-19-0)
- EPA chemische Informationen
- Imidodicarbonic diamide (108-19-0)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 135 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory Information
Chemical: Imidodicarbonic diamide
Imidodicarbonic diamide is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Imidodicarbonic diamide are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Imidodicarbonic diamide: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryMildly bacteriostatic and diuretic in rats; Also causes drop in blood pressure, marked urinary tract irritation, and increases in pepsin activity; [Merck Index] A skin and strong eye irritant; [Alfa Aesar MSDS]
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Explosive Limits and PotentialDURING CHLORINATION OF IMPURE BIURET IN WATER @ 20 °C, A VIOLENT EXPLOSION OCCURRED. THIS WAS ATTRIBUTED TO CONVERSION OF THE CYANURIC ACID IMPURITY (3%) TO NITROGEN TRICHLORIDE & SPONTANEOUS EXPLOSION OF THE LATTER.
Toxikologische Informationen
Non-Human Toxicity Excerpts
HAS WEAK...DIURETIC PROPERTIES IN RATS, ALSO CAUSES A FALL IN BLOOD PRESSURE, BUT PRODUCES STRONG IRRITATION OF URINARY TRACT. INCREASES THE ACTIVITY OF PEPSIN.
...TOXIC TO SOME CROPS...
RAIS Toxicity Values
0.0045
CALEPA
0.0004
CALEPA
Sicherheitsdaten
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29241990
- risk_code
- 36/37/38
- hazard_code
- Xi
- safety_code
- 26-36/37-36
- Speicherklasse
- 11 - Combustible Solids
- Giftige Stoffe Daten
- 108-19-0(Hazardous Substances Data)
Chemie und Industrie
Pharmakologische Informationen
MeSH Pharmacological Classification
Substances used for the detection, identification, analysis, etc. of chemical, biological, or pathologic processes or conditions. Indicators are substances that change in physical appearance, e.g., color, at or approaching the endpoint of a chemical titration, e.g., on the passage between acidity and alkalinity. Reagents are substances used for the detection or determination of another substance by chemical or microscopical means, especially analysis. Types of reagents are precipitants, solvents, oxidizers, reducers, fluxes, and colorimetric reagents. (From Grant & Hackh's Chemical Dictionary, 5th ed, p301, p499)
Verwendung und Herstellung
Uses
Used as nitrogen source in feed supplements for sheep and cattle; [ChemIDplus] Used to make urea fertilizers and as an analytical reagent; [HSDB]
Farming (Feed Additives) [Category: Industry]
IN ANALYTICAL CHEMISTRY
IN MFR OF UREA FERTILIZER
U.S. Production2023: 100,000 - <250,000 lb
Consumer UsesSoil amendments (fertilizers)
Industry UsesSoil amendments (fertilizers)
Methods of Manufacturing
...ON A LARGE SCALE BY THE ACTION OF HEAT ON UREA. OTHER SYNTHESES ARE BASED ON TREATMENT OF UREA WITH INORGANIC HALIDES, SUCH AS THIONYL CHLORIDE, ON THE INTERACTION OF UREA & CYANIC ACID, & ON AMMONOLYSIS OF ALLOPHANIC ESTERS & RELATED COMPD.
General Manufacturing Information
Agriculture, Forestry, Fishing and Hunting
Imidodicarbonic diamide: ACTIVE
METHODS OF PURIFICATION: CRYSTALLIZATION.
UREA FOR SOME CROPS, SUCH AS IN FOLIAGE SPRAYS FOR CITRUS, SHOULD NOT CONTAIN MORE THAN 0.25% BIURET. (SEE "LB" UREA). /"LB" UREA IS COMMONLY DEFINED AS UREA WITH LESS THAN 0.25% BIURET/.
Anwendungen
VerwendenBiuret is used in protein assay. It is also used as Catalytic agent, Petrochemical additive. It is used in organic synthesis. Biuret (Carbamoylurea) was used as a source of dietary nitrogen in purified diets for steers.
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Ergänzende Hinweise
DefinitionChEBI: A member of the class of condensed ureas that is the compound formed by the condensation of two molecules of urea; the parent compound of the biuret group of compounds. Used as a non-protein nitrogen source in ruminant feed.
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