108-19-0 Usage
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
Different sources of media describe the Chemical Properties of 108-19-0 differently. You can refer to the following data:
1. 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.
2. white powder
Uses
Different sources of media describe the Uses of 108-19-0 differently. You can refer to the following data:
1. 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.
2. Analytical reagent, especially for proteins.
3. Biuret 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.
4. Biuret (Carbamoylurea) was used as a source of dietary nitrogen in purified diets for steers.
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.
Definition
Different sources of media describe the Definition of 108-19-0 differently. You can refer to the following data:
1. 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.
2. A colorless crystalline organic
compound made by heating UREA
(carbamide). It is used in a chemical test for
PROTEINS.
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.]
Check Digit Verification of cas no
The CAS Registry Mumber 108-19-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 8 respectively; the second part has 2 digits, 1 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 108-19:
(5*1)+(4*0)+(3*8)+(2*1)+(1*9)=40
40 % 10 = 0
So 108-19-0 is a valid CAS Registry Number.
InChI:InChI=1/C2H5N3O2/c3-2(7)5-4-1-6/h1H,(H,4,6)(H3,3,5,7)
108-19-0Relevant articles and documents
v. Kutschig
, p. 406 (1888)
-
Behal,Detoeuf
, p. 1229 (1911)
-
Lipschitz
, p. 658 (1944)
Metal-mediated reactions towards the synthesis of a novel deaminolysed bisurea, dicarbamolyamine
Odame, Felix,Hosten, Eric,Tshentu, Zenixole R.
, p. 535 - 543 (2018)
A new selective cobalt acetate tetrahydrate or cerium nitrate hexahydrate mediated cleavage of the C-N bond of a benzoyl isothiocyanate derivative to give (carbamoylamino)methanethioamide is presented. The cleavage of the C-N could not be achieved in the absence of thione. The novel silver-mediated conversion of a thione to the carbonyl was achieved on 1-((benzamido)formyl)urea and replicated on (carbamoylamino)methanethioamide to give the deaminolyzed bisurea (dicarbamolyamine). The compounds were characterized by IR, NMR, microanalysis and GC-MS. The single crystal X-ray diffraction studies of the crystal structures of compounds I, II, III and V is discussed.
ACID-CATALYSED HYDROLYSIS OF CYANAMIDES: ESTIMATES OF CARBODI-IMIDE BASICITY AND TAUTOMERIC EQUILIBRIUM CONSTANT BETWEEN CARBODI-IMIDE AND CYANAMIDE
Hill, Stephen V.,Williams, Andrew,Longridge, Jethro L.
, p. 1009 - 1014 (1984)
N-cyanourea is demonstrated as an intermediate in the hydrolysis of dicyanamide which is shown to react as its carbodi-imide tautomer.The hydrolysis of N-cyanourea, dicyanamide, and NN'-dimethylcyanoguanidine is specific acid-catalysed.Generaln acid catalysis is demonstrated for ht e hydrolysis of NN'-dimethylcyanoguanidine and is considered to be specific acid-nucleophilic.Assuming the carbodi-imide mechanism also holds for hte specific acid catalysed hydrolysis of cyanamide the tautomeric equilibrium constant for formation of ht eparent carbodi-imide in water at 25 deg C is estimated to be have a value within one unit of zero.Rate constant are reported for alkaline hydrolysis of cyanamides.
Kawasaki, A.,Ogata, Y.
, (1966)
PROCESS FOR STRAIGHTENING KERATIN FIBRES WITH A HEATING MEANS AND DENATURING AGENTS
-
, (2010/03/02)
The invention relates to a process for straightening keratin fibres, comprising: (i) a step in which a straightening composition containing at least two denaturing agents is applied to the keratin fibres, (ii) a step in which the temperature of the keratin fibres is raised, using a heating means, to a temperature of between 110 and 250° C.