| Identification | More | [Name]
Biuret | [CAS]
108-19-0 | [Synonyms]
ALLOPHANAMIDE
ALLOPHANIC ACID AMIDE
ALLOPHANIC AMIDE
BIURET
BIURET REAGENT
BIURET REAGENT, GORNALL, BARDAWILL AND DAVID
BIURET REAGENT SERUM PROTEIN
Biuret reagent solution
BIURET REAGENT TS
CARBAMOYLUREA
CARBAMYLUREA
DICARBAMYLUREA
IMIDODICARBONIC DIAMIDE
UREIDOFORMAMIDE
ZERENEX ZX005314
(aminocarbonyl)-ure
Allophamicacidamide
Allophanimidic acid
allophanimidicacid
Dicarbamylamine | [EINECS(EC#)]
203-559-0 | [Molecular Formula]
C2H5N3O2 | [MDL Number]
MFCD00007946 | [Molecular Weight]
103.08 | [MOL File]
108-19-0.mol |
| Chemical Properties | Back Directory | [Appearance]
white powder | [Melting point ]
185-190 °C (dec.) (lit.) | [Boiling point ]
100 °C
| [density ]
1.01 g/mL at 20 °C
| [refractive index ]
1.4264 (estimate) | [storage temp. ]
2-8°C
| [solubility ]
DMSO (Slightly), Methanol (Slightly, Heated, Sonicated) | [form ]
Liquid | [color ]
White | [Odor]
Odorless | [Stability:]
Stable. Incompatible with strong oxidizing agents, strong bases. Hygroscopic. | [Water Solubility ]
2 g/100 mL (25 ºC) | [Sensitive ]
Hygroscopic | [Merck ]
14,1309 | [BRN ]
1703510 | [Uses]
Analytical reagent, especially for proteins. | [CAS DataBase Reference]
108-19-0(CAS DataBase Reference) | [NIST Chemistry Reference]
Imidodicarbonic diamide(108-19-0) | [EPA Substance Registry System]
108-19-0(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37:Wear suitable protective clothing and gloves .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [TSCA ]
Yes | [HS Code ]
29241990 | [Hazardous Substances Data]
108-19-0(Hazardous Substances Data) |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Urea-->thiobiuret-->NITROBIURET-->ETHYL ALLOPHANATE-->triuret-->N,N'-Diphenylurea-->Sodium dicyanamide-->N-Nitrocarbamide-->ISOCYANIC ACID-->Cyanuric acid | [Preparation Products]
Glycine-->Polyester resin paint-->Hexamethylene Diisocyanate-->URAZOLE-->6-(6-(trifluoromethyl)pyridin-2-yl)-1,3,5-triazine-2,4(1H,3H)-dione-->1,2,4-Triazolidine-3,5-dione, 1-methyl--->6-Phenyl-1,3,5-triazine-2,4-diol |
| Questions And Answer | Back Directory | [Outline]
Biuret is the resulting product in urea production process by deamination and condensation reaction when the temperature is higher than the melting point of urea (150-170 ℃). Formula is NH2CONHCONH2. Reaction is as follows NH2CONH2-(heating)-> HNCO + NH3, HNCO + NH2CONH2 → NH2CONHCONH2, crystallization of urea in the granulation process will generate biuret, this substance is toxic to plants, thus content of biuret in urea is required not exceed 1%. Top dressing with urea, the content of biuret should not exceed 0.5%. | [Chemical Properties]
It is long white sheet crystals. Melting point is 190 ℃ (decomposition), the relative density is 1.467 (-5/4 ℃). Crystals in water contain 4 molecules of water of crystallization, dehydrate at about 110 ℃. It is easily soluble in alcohol, very slightly soluble in ether. | [Uses]
1. Biuret is used in feed for ruminants, as feed additives as urea, like, but more safe than urea.
2. It is used as pharmaceutical intermediates, growth hormone, foaming agents, paints.
3. It is used for chemical analysis. | [Reaction of binary biuret]
Protein produces purple in alkaline copper sulfate solution, this is because the basic copper sulfate with proteins peptide bond (-NHCO-) formed sake complexes. On the structure of purple product, generally disagree, Xu Fu (Schiff) once separated following the reaction of compound (ⅰ) (purple crystal) from the most simple binary biuret reaction mixture, the chemical reaction equation related is as follows:
Someone studied with a spectrophotometric method, suggesting that the reaction of binary biuret produces a colored substance, which is mainly composed of a tripeptide and tetrapeptide, complexes produced by ligand of copper and tripeptide was purple, complexes produced by ligand of copper with tetrapeptide was red.
This reaction is not very sensitive, because its peptide bond with another substance that has other groups conduct the biuret reaction. Some substances without the peptide bonds (e.g., histidine) may also conduct this reaction, so its work on the application is limited. | [Production method]
Mix urea, water with disodium hydrogen phosphate, dissolve by heating. It was heated to 150-160 ℃, heat preservation for 2h. The reaction was completed, the reactants were poured into water and allowed to stand overnight, crystals filtered off were crude, and recrystallize with dilute ammonia to give the finished product of biuret. In the production of urea, intermediate urine is as raw material, by high temperature thermal condensation, separation, and drying, the production is obtained. |
| Hazard Information | Back Directory | [Definition]
A colorless crystalline organic
compound made by heating UREA
(carbamide). It is used in a chemical test for
PROTEINS. | [Definition]
ChEBI: 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. | [Agricultural Uses]
Biuret is a compound formed from urea when the
temperature during the manufacture of urea goes above
140 to 170°C.
A biuret concentration of more than 2% in urea is
harmful to plants as it affects the metabolism of proteins. | [Purification Methods]
Crystallise biuret from EtOH. [Beilstein 3 IV 141.] |
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