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1,3-Diaminourea is the chemical compound with the formula OC(N2H3)2.
1,3-Diaminourea is a white, water-soluble solid.
1,3-Diaminourea decomposes upon melting.
CAS Number : 497-18-7
EC Number : 207-837-2
ECHA InfoCard : 100.007.126
PubChem CID : 73948
ChemSpider : 66578
Chemical formula : CH6N4O
Molar mass : 90.09 g/mol
Density : 1.341 g/cm3
Melting point : 153 to 154 °C
A number of 1,3-Diaminourea are known where one or more N-H groups are replaced by other substituents.
They occur widely in the drugs, herbicides, plant growth regulators, and dyestuffs.
Production of 1,3-Diaminourea
Industrially 1,3-Diaminourea is produced by treatment of urea with hydrazine:
OC(NH2)2 + 2 N2H4 → OC(N2H3)2 + 2 NH3
1,3-Diaminourea can also be prepared by reactions of other C1-precursors with hydrazine, such as carbonate esters.
1,3-Diaminourea can be prepared from phosgene, but this route cogenerates the hydrazinium salt [N2H5]Cl and results in some diformylation.
Carbazic acid is also a suitable precursor:
N2NH3CO2H + N2H4 → OC(N2H3)2 + H2O
Structure of 1,3-Diaminourea
The molecule is nonplanar.
All nitrogen centers are at least somewhat pyramidal, indicative of weaker C-N pi-bonding.
The C-N and C-O distances are about 1.36 and 1.25 Å, respectively.
Industrial uses of 1,3-Diaminourea
Oxygen scrubber:
1,3-Diaminourea is used to remove oxygen in boiler systems.
Oxygen scrubbers prevent corrosion.
Precursor to polymers:
1,3-Diaminourea can be used as a curing agent for epoxide-type resins.
Photography:
1,3-Diaminourea is used in the silver halide diffusion process as one of the toners.
1,3-Diaminourea is used to stabilize color developers that produce images of the azo-methine and azine classes.
1,3-Diaminourea has been used to develop ammunition propellants,stabilize soaps, and is used as a reagent in organic synthesis.
Salts of 1,3-Diaminourea, such as nitrate, dinitrate and perchlorate, can be used as secondary explosives.
Complex salts of 1,3-Diaminourea, like bis(carbohydrazide)diperchloratocopper(II) and tris(carbohydrazide)nickel(II) perchlorate, can be used as primary explosives in laser detonators.
1,3-Diaminourea is a carbohydrazide obtained by formal condensation between hydrazinecarboxylic acid and hydrazine.
1,3-Diaminourea is a carbohydrazide and a one-carbon compound.
1,3-Diaminourea is functionally related to a hydrazine and a carbazic acid.
Use of 1,3-Diaminourea
Widely used in the production of drugs, herbicides, plant growth regulators, dyes, etc.
1,3-Diaminourea is a derivative of hydrazine, which has strong reducibility and can be used as an intermediate in the manufacture of energetic materials, and can also be directly used as a component of explosives and propellants.
refinery equipment preservatives, can be used as boiler water treatment agent oxygen scavenger.
the chemical fiber industry as a cross-linking agent for elastic fibers. as chemical raw materials and chemical intermediates, 1,3-Diaminourea is widely used in medicine, herbicides, plant growth regulators, dyes and other industries.
Nature of 1,3-Diaminourea
white crystalline powder obtained by crystallization from aqueous ethanol.
1,3-Diaminourea had a melting point of 153 °c and began to decompose upon dissolution.
Very soluble in water, 1% aqueous solution of pH 7.4.
Almost insoluble in alcohol, ether, chloroform and benzene.
1,3-Diaminourea reacts with hydrochloric acid, sulfuric acid, oxalic acid, phosphoric acid and nitric acid to form salts.
The generated chloride is very soluble in water, while the generated sulfate and oxalate are only slightly soluble in water, phosphate and nitrate can not be precipitated and crystallized. In the presence of nitrous acid, the 1,3-Diaminourea is converted to the compound carbonyl azide which is highly explosive.
The aqueous solution of 1,3-Diaminourea gradually decomposes when it is heated with an acid or a base.
Use of 1,3-Diaminourea
1,3-Diaminourea is useful in the field of water treatment as an oxygen scavenger for boiler water and also as a passivating agent for metal surfaces to reduce the corrosion rate of metals. 1,3-Diaminourea can react with dissolved oxygen in water to produce carbon dioxide, nitrogen, and water. When used, powdered carbohydrazide may be directly put into water, or an aqueous solution thereof may be used.
They can be used alone or in combination with redox catalysts such as hydroquinone or other Quinones, and cobalt complexes.
The 1,3-Diaminourea is suitably used at a temperature in the range of 87.8 to 176.7 ° C., I .e., below the vaporization temperature of water.
properties of 1,3-Diaminourea
white columnar crystal, dissolved and endothermic.
62.18% nitrogen content, 1% aqueous solution PH = 7.4, no moisture absorption, extremely strong reducibility.
Reacts with hydrochloric acid, sulfuric acid, oxalic acid, phosphoric acid, and nitric acid to form salts.
The chloride produced is very soluble in water; sulfate and oxalate are slightly soluble in water; phosphate and nitrate cannot precipitate and crystallize.
In the presence of nitrous acid, carbonyl hydrazide will be converted into a highly explosive compound-carbonyl azide CO(N3)2.
1,3-Diaminourea will be decomposed when the aqueous solution is heated with the acid.
1,3-Diaminourea characteristics
1,3-Diaminourea is also known as carbazide , white fine short columnar crystals or white crystalline powder at room temperature, insoluble in ethanol, easily soluble in water, soluble in endotherm, insoluble in alcohol, ether, benzene, because it is a derivative of hydrazine, it has strong reducibility, non-toxic, and can replace hydrazine hydrate and oxime.
1,3-Diaminourea has a wide range of uses in industry.
1,3-Diaminourea can be used as a deoxidizer for boiler water in the field of water treatment.
1,3-Diaminourea is the most advanced material used for deoxidizing boiler water in the world today.
1,3-Diaminourea has low toxicity, high melting point, and far greater deoxidizing efficiency.
The material used is an ideal safe and environmentally friendly product; it can also be used as a component of rocket propellant; and because the hydrogen atom connected to the nitrogen atom is easily replaced by other groups, in the textile industry, it can also be used as a crosslinking agent for elastic fibers, a trap for formaldehyde, and an antioxidant for pigments such as carotene.
In addition, adding an appropriate amount of 1,3-Diaminourea to the soap containing phenol fungicides can prevent discoloration and rancidity.
As chemical raw materials and chemical intermediates, 1,3-Diaminourea is widely used in medicine, herbicides, plant growth regulators, dyes and other industries.
1,3-Diaminourea is an anti-inflammatory agent that belongs to the group of reactive compounds.
1,3-Diaminourea has a high resistance to hydrolysis and is stable against oxidation.
1,3-Diaminourea has been shown to have anti-inflammatory properties in animal models by inhibiting the production of prostaglandins.
The mechanism of this inhibition is not well understood but may be due to its ability to inhibit phospholipase A2, which is responsible for the release of arachidonic acid from phospholipids.
1,3-Diaminourea has also been shown to have an inhibitory effect on reactive oxygen species (ROS) production in neutrophils.
This activity may be due to its ability to interfere with the activation or deactivation of ROS by binding directly or through hydrogen bonding with their active centers or by acting as a catalyst for ROS production.
Application of 1,3-Diaminourea
1,3-Diaminourea can be used:
As an oxygen scavenger.
In the synthesis of polydentate Schiff base ligands with various aldehydes and ligands by condensation.
In the synthesis of trifluoromethyl-containing (E)-N′-arylidene-1H-pyrazole-1-carbohydrazides by cyclocondensation reaction which shows antioxidant and antimicrobial properties.
Chemical & Physical Properties of 1,3-Diaminourea:
Appearance : white crystalline powder
Assay : ≥98.0%
Density: 1.02g/cm3
Melting point: 152-153℃
Boiling Point: 167.26℃ at 760 mmHg
Flash Point: N/A
Refractive Index: 1.537
Vapor Pressure: 0.0mmHg at 25°C
PSA: 66.88000
LogP: 1.18168
Solubility: Soluble in water, insoluble in alcohol, ether, benzene.
Uses and Manufacturing of 1,3-Diaminourea
Industry Uses
- Corrosion inhibitors and anti-scaling agents
- Intermediates
- Oxidizing/reducing agents
- Surface active agents
- water treatment
Consumer Uses of 1,3-Diaminourea
- Fuels and related products
- Water treatment products
- oxidizer
General Manufacturing Information
Industry Processing Sectors
- All other basic organic chemical manufacturing
- All other chemical product and preparation manufacturing
- Oil and gas drilling, extraction, and support activities
- Utilities
- water treatment
Substance identity
EC / List no.: 207-837-2
CAS no.: 497-18-7
Mol. formula: CH6N4O
Hazard classification & labelling of 1,3-Diaminourea
Warning! According to the classification provided by companies to ECHA in REACH registrations 1,3-Diaminourea may cause an allergic skin reaction.
At least one company has indicated that the substance classification is affected by impurities or additives.
About 1,3-Diaminourea
1,3-Diaminourea is registered under the REACH Regulation and is manufactured in and / or imported to the European Economic Area, at ≥ 100 to < 1 000 tonnes per annum.
1,3-Diaminourea is used in formulation or re-packing and at industrial sites.
Consumer Uses of 1,3-Diaminourea
ECHA has no public registered data indicating whether or in which chemical products the substance might be used.
ECHA has no public registered data on the routes by which 1,3-Diaminourea is most likely to be released to the environment.
Article service life of 1,3-Diaminourea
ECHA has no public registered data on the routes by which 1,3-Diaminourea is most likely to be released to the environment.
ECHA has no public registered data indicating whether or into which articles the substance might have been processed.
Widespread uses by professional workers of 1,3-Diaminourea
ECHA has no public registered data indicating whether or in which chemical products the substance might be used.
ECHA has no public registered data on the types of manufacture using 1,3-Diaminourea.
ECHA has no public registered data on the routes by which 1,3-Diaminourea is most likely to be released to the environment.
Formulation or re-packing of 1,3-Diaminourea
1,3-Diaminourea is used in the following products: water treatment chemicals.
Release to the environment of 1,3-Diaminourea can occur from industrial use: formulation of mixtures.
Uses at industrial sites of 1,3-Diaminourea
1,3-Diaminourea is used in the following products: water treatment chemicals and polymers.
1,3-Diaminourea is used in the following areas: municipal supply (e.g. electricity, steam, gas, water) and sewage treatment, mining and formulation of mixtures and/or re-packaging.
1,3-Diaminourea is used for the manufacture of: chemicals.
Release to the environment of 1,3-Diaminourea can occur from industrial use: as processing aid, in processing aids at industrial sites, for thermoplastic manufacture and in the production of articles.
Manufacture of 1,3-Diaminourea
ECHA has no public registered data on the routes by which 1,3-Diaminourea is most likely to be released to the environment.
Synonyms :
Carbonohydrazide
carbonohydrazide
Carbonic dihydrazide
1,3 diaminourea
1,3-Diaminourea
1,3-diaminourea
Carbohydrazide
carbohydrazide
CarboHydrazide
Carbohydrazide
Carbonohydrazide
carbonohydrazide
Carboydrazide
Carbonodihydrazide CDH
497-18-7
Carbohydrazide
497-18-7
Carbonic dihydrazide
1,3-Diaminourea
Carbonohydrazide
Carbazide
Carbodihydrazide
Hydrazine, carbonyldi-
Hydrazine, carbonylbis-
Carbazic acid, hydrazide
Urea, N,N'-diamino-
carbonyl dihydrazine
Semicarbazide, 4-amino-
Carbonic acid, dihydrazide
Cabazide
Karbazid
Hydrazinecarboxamide, N-amino-
Urea, 1,3-diamino-
Hydrazinecarboxylic acid, hydrazide
1,3-Diaminomocovina
Carbonohydrazid
carbonodihydrazide
NSC 1934
N,N'-diaminourea
4-aminosemicarbazide
carbonylbis-hydrazine
hydrazinecarbohydrazide
N-aminohydrazinecarboxamide
W8V7FYY4WH
N-aminohydrazine carboxamide
hydrazide hydrazinecarboxylic acid
NSC-1934
Karbazid [Czech]
1,3-Diaminomocovina [Czech]
EINECS 207-837-2
UNII-W8V7FYY4WH
BRN 1747069
AI3-52397
carbonyldihydrazide
Urea,3-diamino-
Urea,N'-diamino-
Carbohydrazide, 98%
1,3-bis(azanyl)urea
WLN: ZMVMZ
CARBOHYDRAZIDE [MI]
EC 207-837-2
4-03-00-00240 (Beilstein Handbook Reference)
DTXSID5038757
CHEBI:61308
NSC1934
O C (N H N H2)2
AMY40845
MFCD00007591
ZINC64634060
AKOS003193931
DB-029568
CS-0149890
FT-0606617
EN300-20051
E77171
A827826
Q5037885
W-106011
4702-23-2
1,3-Diaminourea
207-837-2 [EINECS]
497-18-7 [RN]
Acide hydrazinecarbohydrazonique [French] [ACD/IUPAC Name]
carbohydrazide
Carbonic dihydrazide [ACD/Index Name]
Carbonohydrazid [German] [ACD/IUPAC Name]
Carbonohydrazide [ACD/IUPAC Name]
Carbonohydrazide [French] [ACD/IUPAC Name]
FF2625000
Hydrazincarbohydrazonsäure [German] [ACD/IUPAC Name]
Hydrazinecarbohydrazonic acid [ACD/Index Name] [ACD/IUPAC Name]
MFCD00007591 [MDL number]
[497-18-7] [RN]
1, 3-Diaminourea
1,3-Diaminomocovina [Czech]
1,3-Diaminomocovina
1,3-Diaminomocovina [Czech]
1,3-Diaminourea|Carbohydrazide
4-03-00-00240 [Beilstein]
4-03-00-00240 (Beilstein Handbook Reference) [Beilstein]
4-aminosemicarbazide
C019289
cabazide
Carbazic acid, hydrazide
Carbazide
Carbodihydrazide
CARBOHYDRAZIDE|"1,3-DIAMINOUREA"
carbonic acid dihydrazide
CARBONIC ACID, DIHYDRAZIDE
carbonodihydrazide
carbonyl dihydrazine
carbonylbishydrazine
carbonylbis-hydrazine
diaminourea
EINECS 207-837-2
hydrazide hydrazinecarboxylic acid
Hydrazine, carbonylbis-
Hydrazine, carbonyldi-
hydrazinecarbohydrazide
Hydrazinecarboxamide, N-amino-
hydrazinecarboxylic acid hydrazide
Hydrazinecarboxylic acid, hydrazide
Karbazid [Czech]
Karbazid
Karbazid [Czech]
N,N'-diaminourea
N-aminohydrazine carboxamide
N-aminohydrazinecarboxamide
OCarbohydrazide
Semicarbazide, 4-amino-
Urea, 1,3-diamino-
Urea, N,N'-diamino-
WLN: ZMVMZ
