Quick Search
Diethylene oxamide is the organic compound with the formula (CONH2)2.
This white crystalline solid is soluble in ethanol, slightly soluble in water and insoluble in diethyl ether.
Diethylene oxamide is the diamide derived from oxalic acid, and the hydrate of cyanogen.
CAS: 471-46-5
MF: C2H4N2O2
MW: 88.07
EINECS: 207-442-5
Diethylene oxamide is an important organic compound used in a variety of scientific and industrial applications.
Diethylene oxamide is a white, crystalline solid with a melting point of 158°C and a boiling point of 186°C.
Diethylene oxamide has a molecular weight of 82.09 g/mol and a molecular formula of C2H4O2N2.
Diethylene oxamide is a member of the oxamide family, which includes other oxamide derivatives such as oxalic acid, oxalate, oxamate, and oxamic acid.
Diethylene oxamide is a versatile compound that is used in many fields, including medicine, agriculture, and chemical synthesis.
Diethylene oxamide is a chemical compound with the molecular formula CHNO.
Diethylene oxamide is a white solid that is moderately soluble in water and alcohol, but not in ether.
Diethylene oxamide has been shown to have antioxidative properties and to inhibit the formation of reactive oxygen species.
Diethylene oxamide also has an effect on thermal expansion and on the blood flow rate in human serum.
Diethylene oxamide, also known as oxalic acid diamide, oxalodiamine, oxalodiamine and ethylene diamide, as a compound with high nitrogen content, is widely used in the field of agricultural fertilizer.
Diethylene oxamide is non-toxic, easy to store, and has low solubility, which makes it perform better than other fertilizers.
Diethylene oxamide is a strong acid and an effective proton donor.
In organic chemistry, Diethylene oxamide is used to catalyze a variety of reactions, including nucleophilic substitution, rearrangement, and condensation.
In addition, Diethylene oxamide can be used to catalyze the formation of carbon-carbon bonds.
Diethylene oxamide is an important compound in biochemical and physiological processes.
Diethylene oxamide is involved in the metabolism of carbohydrates and proteins, as well as in the synthesis of nucleic acids.
Diethylene oxamide is also involved in the transport of amino acids and in the regulation of enzyme activity.
Diethylene oxamide has several advantages for use in laboratory experiments.
Diethylene oxamide is a stable compound that is not easily degraded or destroyed by heat or light.
Diethylene oxamide is also relatively inexpensive and easy to obtain.
However, Diethylene oxamide is not soluble in water, which can limit its use in certain experiments.
Diethylene oxamide Chemical Properties
Melting point: >300 °C (lit.)
Boiling point: 162.99°C (rough estimate)
Density: 1,667 g/cm3
Refractive index: 1.4264 (estimate)
Storage temp.: Sealed in dry,Room Temperature
Solubility: 0.37g/l
pka: 13.28±0.50(Predicted)
Form: Fine Crystalline Powder
Color: White
Water Solubility: insoluble
Merck: 14,6918
BRN: 1743262
CAS DataBase Reference: 471-46-5(CAS DataBase Reference)
NIST Chemistry Reference: Diethylene oxamide (471-46-5)
EPA Substance Registry System: Diethylene oxamide (471-46-5)
Diethylene oxamide, H2NCOCONH2, mol wt 80.07, is sparingly soluble in water and insoluble in various organic solvents.
Diethylene oxamide melts at about 350 °C, with accompanying decomposition.
Because of the low solubility in water, Diethylene oxamide is granulated and used as a slow-release nitrogen fertilizer.
Diethylene oxamide is a very stable colorless crystal or powder at room temperature, soluble in ethanol, slightly soluble in water, insoluble in ether.
Diethylene oxamide gradually decomposes and releases ammonia and carbon dioxide during the biodegradation process, which is harmless to the environment; the use of Diethylene oxamide can improve the utilization rate of chemical fertilizers, reduce the number of fertilization, and reduce the harm to water resources; using Diethylene oxamide as fertilizer.
Diethylene oxamide can reduce the cost of chemical fertilizers, manpower and time in the agricultural production process, which has been confirmed in the existing agricultural practice.
Uses
Diethylene oxamide is used as a stabilizer for nitrocellulose preparations.
Diethylene oxamide also finds use in APCP rocket motors as a high performance burn rate suppressant.
Diethylene oxamide, a diamide of oxalic acid, is a white crystalline and non-hygroscopic fertilizer containing about 32% nitrogen, most of which is waterinsoluble at 25°C.
Diethylene oxamide is made from cyanogen hydrolysis in an acid medium.
Diethylene oxamide releases nitrogen slowly and hence is used as a slow-release fertilizer.
Diethylene oxamide is decomposed by soil micro-organisms in the soil.
The main application is as a substitute for urea in fertilizers.
Diethylene oxamide very slowly, which is sometimes preferred vs the quick release by urea.
Diethylene oxamide is used as a stabilizer for nitrocellulose preparations.
Diethylene oxamide also finds use in APCP rocket motors as a high performance burn rate suppressant.
The use of Diethylene oxamide in concentrations of 1-3 wt% has shown to slow the linear burn rate while having minimal impact on propellant specific impulse.
N,N'-substituted Diethylene oxamide is supporting ligands for the copper-catalyzed amination and amidation of aryl halides in (Ullmann-Goldberg reaction), including relatively unreactive aryl chloride substrates.
Diethylene oxamide is widely used in scientific research applications.
Diethylene oxamide is used as a reagent in organic synthesis, as a catalyst in the production of polymers and plastics, and as a reactant in the synthesis of pharmaceuticals.
Diethylene oxamide is also used to study the structure and reactivity of organic molecules, as well as for the preparation of metal complexes.
Reactions
Diethylene oxamide dehydrates above 350 °C releasing cyanogen.
Diethylene oxamide derivatives form self-assembled monolayers consisting of a hydrogen bonded network.
Synthesis Method
Diethylene oxamide can be synthesized in a variety of ways.
The most common method is by the reaction of anhydrous ammonia with carbon dioxide, which produces oxamide and ammonium carbonate.
This reaction is catalyzed by an acid, such as sulfuric acid or hydrochloric acid.
Other methods of synthesis include the reaction of oxalic acid with ammonia or the reaction of urea with carbon dioxide.
Preparation
A method for continuously producing oxamide, the steps are as follows: gasification of liquid ammonia, and the temperature of the gasified ammonia gas is heated to about 130 ℃ after passing through the superheater; The nitrogen gas with purity of 99.9% mol is passed into the heat exchange tube at the bottom of the dimethyl oxalate evaporator and flows upward along the heat exchange tube tube; pump the liquid dimethyl oxalate into the liquid distributor on the top of the dimethyl oxalate evaporator and enter the tube side of the heat exchange tube; the molar ratio of ammonia to dimethyl oxalate is 2.05, and the molar ratio of nitrogen to dimethyl oxalate is 5.
The liquid Diethylene oxamide forms a liquid film on the inner wall of the heat exchange tube, and the liquid film is downward along the tube wall under the action of gravity; the heat exchange tube is introduced into the heating medium 1.0MPaG low-pressure saturated steam; the liquid Diethylene oxamide is, since the presence of upward flowing nitrogen in the pipeline reduces the partial pressure of dimethyl oxalate, Diethylene oxamide can be gasified at a lower temperature, controlling the evaporation pressure of Diethylene oxamide to be about 0.1MPaG and the evaporation temperature to be about 130 ℃; The gasified dimethyl oxalate and nitrogen enter the oxalamide synthesis reactor together, and the reaction pressure of the Diethylene oxamide synthesis reactor is controlled to be about 0.1MPaG, the reaction temperature is about 130 ℃, and the reaction time is 30min; the solid phase oxalamide was separated and packaged for storage.
After analysis, the purity of oxalamide was about 98.5%.
The gas phase after separating oxamide is cooled to about 40 ℃ and then enters the gas-liquid separator.
The liquid phase separated by the gas-liquid separator is mainly methanol and contains about 300ppm ammonia.
In order to make the by-product methanol meet the GB338-2011 "Industrial Methanol" qualified product standard, the methanol separated by the gas-liquid separator enters the methanol rectification tower for further separation, and the ammonia content in the separated methanol reaches below 15ppm.
The separated liquid ammonia enters the vaporizer for gasification and then participates in the reaction again.
The gas phase separated from the gas-liquid separator is mainly nitrogen, which contains about 0.6% wt of ammonia and 800ppm of methanol.
The mixed gas is compressed to 0.1MPaG by the gas compressor and then enters the heat exchanger tube at the bottom of the dimethyl oxalate evaporator to participate in the evaporation of Diethylene oxamide.
Synonyms
OXAMIDE
Ethanediamide
471-46-5
Oxalamide
Oxalic acid diamide
Oxamimidic acid
Diaminoglyoxal
Oxamid
Amid kyseliny stavelove
Formimidic acid, 1-carbamoyl-
NSC 2770
1-carbamoylformimidic acid
SBE4M0223E
CHEBI:48248
NSC-2770
Oxamid [Czech]
Oxamicacid amide
Amid kyseliny stavelove [Czech]
EINECS 207-442-5
UNII-SBE4M0223E
AI3-03761
Oxamic acid amide
Oxamide, 98%
NH2COCONH2
WLN: ZVVZ
OXAMIDE [MI]
ETHANEDIOIC ACID DIAMIDE
CHEMBL1995464
DTXSID1060051
NSC2770
AMY23583
ZINC5177750
MFCD00008007
AKOS006220951
CS-W016676
BP-21125
NCI60_002253
DB-051430
FT-0632177
O0086
D70377
EN300-1664730
Q423341
CB200FB4-BFA6-4C22-A9FF-49E76C262118
F8889-2585
