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471-46-5

471-46-5 Structure

471-46-5 Structure
IdentificationMore
[Name]

Oxamide
[CAS]

471-46-5
[Synonyms]

ETHANEDIAMIDE
OXALIC ACID DIAMIDE
OXAMIDE
1-carbamoyl-formimidicaci
Amid kyseliny stavelove
amidkyselinystavelove
Diaminoglyoxal
Formimidic acid, 1-carbamoyl-
NH2COCONH2
oxalamide
Oxamic acid amide
Oxamid
Oxamimidic acid
oxamimidicacid
Oxalic diamide
Oxamide, 98+%
OXAMIDE,POWDER,PURIFIED
1-carbamoyl-formimidic acid
[EINECS(EC#)]

207-442-5
[Molecular Formula]

C2H4N2O2
[MDL Number]

MFCD00008007
[Molecular Weight]

88.07
[MOL File]

471-46-5.mol
Chemical PropertiesBack Directory
[Appearance]

white fine crystalline powder
[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
[form ]

Fine Crystalline Powder
[pka]

13.28±0.50(Predicted)
[color ]

White
[Water Solubility ]

insoluble
[Merck ]

14,6918
[BRN ]

1743262
[InChI]

1S/C2H4N2O2/c3-1(5)2(4)6/h(H2,3,5)(H2,4,6)
[InChIKey]

YIKSCQDJHCMVMK-UHFFFAOYSA-N
[SMILES]

NC(=O)C(N)=O
[CAS DataBase Reference]

471-46-5(CAS DataBase Reference)
[NIST Chemistry Reference]

Oxalamide(471-46-5)
[EPA Substance Registry System]

471-46-5(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319
[Precautionary statements ]

P264-P270-P280-P301+P312-P302+P352-P305+P351+P338
[Hazard Codes ]

Xn,Xi
[Risk Statements ]

R22:Harmful if swallowed.
R36/38:Irritating to eyes and skin .
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:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection .
[RIDADR ]

2811
[WGK Germany ]

3
[RTECS ]

RO4900000
[TSCA ]

Yes
[HazardClass ]

6.1(b)
[PackingGroup ]

III
[HS Code ]

29241900
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
[Safety Profile]

Poison by ingestion and intraperitoneal routes. An eye irritant. When heated to decomposition it emits toxic fumes of NOx. See also AMIDES.
[Toxicity]

LD50 orl-rat: 447 mg/kg GISAAA 47(7),78,82
Raw materials And Preparation ProductsBack Directory
[Raw materials]

2-Methyl-2-hydroxypropionamide-->Acetone cyanohydrin
[Preparation Products]

Homopiperazine-->CYANOGEN-->triuret-->EthanediaMide, N,N'-didodecyl-
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Oxamide(471-46-5).msds
Hazard InformationBack Directory
[Chemical Properties]

Oxamide, H2NCOCONH2, mol wt 80.07, is sparingly soluble in water and insoluble in various organic solvents. It melts at about 350 °C, with accompanying decomposition. Because of the low solubility in water, the compound is granulated and used as a slow-release nitrogen fertilizer.
[Chemical Properties]

white fine crystalline powder
[Uses]

Oxamide is used as a stabilizer for nitrocellulose preparations. It also finds use in APCP rocket motors as a high performance burn rate suppressant.
[Definition]

ChEBI: A dicarboxylic acid diamide of oxalic acid.
[Preparation]

Oxamide can be prepared, for example, by pyrolyzing ammonium oxalate or by allowing hydrogen cyanide to react with hydrogen peroxide. It is also known to prepare oxamide by a reaction between dimethyl oxalate and ammonia, wherein methanol is produced in addition to oxamide. The preparation was carried out as a batch process in a liquid phase, with methanol acting as a solvent into which the dimethyl oxalate and ammonia are fed. The oxamide was separated from the solution by crystallization, and the remaining mother liquor was distilled to recover methanol and ammonia, which had been left over from the reaction.
[Agricultural Uses]

Oxamide (H2 NCOCONH2 ), 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. Oxamide is made from cyanogen hydrolysis in an acid medium. It releases nitrogen slowly and hence is used as a slow-release fertilizer. It is decomposed by soil micro-organisms in the soil.
[Synthesis]

Oxalide is a simple dicarboxylic acid diamide, primarily synthesized from the corresponding acid or ester precursor. The most common industrial synthesis method is the ammonolysis of dimethyl oxalate . This process typically involves reacting dimethyl oxalate with ammonia in a solvent (usually methanol) under controlled temperature and pressure. This reaction is a simple nucleophilic acyl substitution reaction, where ammonia replaces the methoxy group, producing oxalamide and methanol as byproducts. Another important industrial synthesis method is the hydrolysis of dicyandiamide or the ammonolysis of oxalic acid ($HOOCCOOH) or its salts, but the dimethyl oxalate method is generally preferred due to its high yield and purity. In the laboratory, oxalamide can also be prepared by reacting oxalyl chloride (ClCOCOCl) with ammonia; this method is faster but more expensive. Due to its low solubility, oxalamide is widely used as a slow-release nitrogen fertilizer.
[Purification Methods]

Crystallise oxamide from water, grind it and dry it in an oven at 150o. [Beilstein 2 IV 1860.]
Spectrum DetailBack Directory
[Spectrum Detail]

Oxamide(471-46-5)MS
Oxamide(471-46-5)1HNMR
Oxamide(471-46-5)13CNMR
Oxamide(471-46-5)IR1
Oxamide(471-46-5)IR2
Oxamide(471-46-5)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Oxamide, 98%(471-46-5)
[Alfa Aesar]

Oxamide, 98+%(471-46-5)
[Sigma Aldrich]

471-46-5(sigmaaldrich)
[TCI AMERICA]

Oxamide,>98.0%(T)(471-46-5)
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