471-46-5

Basic information

• Product Name: Oxamide
• Synonyms: ETHANEDIAMIDE;OXAMIDE;OXALIC ACID DIAMIDE;1-carbamoyl-formimidicaci;Amid kyseliny stavelove;amidkyselinystavelove;Diaminoglyoxal;Formimidic acid, 1-carbamoyl-
• CAS NO: 471-46-5
• Molecular Formula: C₂H₄N₂O₂
• Molecular Weight: 88.07
• EINECS: 207-442-5
• Mol File: 471-46-5.mol
• Article Data: 40

Chemical Properties

• Melting Point: >300 °C(lit.)
• Boiling Point: 162.99°C (rough estimate)
• Flash Point: 112.677 °C
• Appearance: White/Fine Crystalline Powder
• Density: 1,667 g/cm3
• Vapor Pressure: 0.0107mmHg at 25°C
• Refractive Index: 1.4264 (estimate)
• Storage Temp.: Store below +30°C.
• Solubility: 0.37g/l
• PKA: 13.28±0.50(Predicted)
• Water Solubility: insoluble
• Merck: 14,6918
• BRN: 1743262
• CAS DataBase Reference: Oxamide(CAS DataBase Reference)
• NIST Chemistry Reference: Oxamide(471-46-5)
• EPA Substance Registry System: Oxamide(471-46-5)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-36/38-36/37/38
• Safety Statements: 26-36-37/39
• RIDADR: 2811
• WGK Germany: 3
• RTECS: RO4900000
• TSCA: Yes
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 471-46-5(Hazardous Substances Data)

Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 471-46-5 differently. You can refer to the following data:
1. white fine crystalline powder
2. 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.

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.

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.

Safety Profile

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

Purification Methods

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

InChI:InChI=1/C2H4N2O2/c3-1(5)2(4)6/h(H2,3,5)(H2,4,6)

Upstream product

• 74-90-8 hydrogen cyanide 
• 144-62-7 oxalic acid 
• 57-13-6 urea 
• 151-50-8 potassium cyanide 
• 460-19-5 ethanedinitrile 
• 75-07-0 acetaldehyde 
• 78-95-5 chloroacetone 
• 108-56-5 diethyl oxaloacetate 
• 67-56-1 methanol 
• 79-40-3 dithiooxamide 
• 74-88-4 methyl iodide 
• 60-35-5 acetamide 
• 95-92-1 oxalic acid diethyl ester 
• 98-03-3 thiophene-2-carbaldehyde 

Downstream Products

• 463-58-1 carbon oxide sulfide 
• 556-99-0 triuret 
• 60-35-5 acetamide 
• 15900-11-5 (5-methyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-(3-methyl-5-oxo-1-phenyl-1,5-dihydro-pyrazol-4-ylidene)-methane 
• 79-40-3 dithiooxamide 
• 620-81-5 N,N'-Diphenyloxamid 
• 7647-01-0 hydrogenchloride 
• 79-14-1 glycolic Acid 
• 74-90-8 hydrogen cyanide 
• 124-38-9 carbon dioxide 
• 7664-41-7 ammonia 
• 7732-18-5 water 
• 1113-38-8 ammonium oxalate 
• 460-19-5 ethanedinitrile 

Relevant articles and documents

Reaction in the Bicontinuous Phase of a Nonaqueous Microemulsion: Amidation of the Olefin C8H17CH=CH2 by γ Radiolysis

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Process method of co-production of oxamide and carbamic acid ester through ammonia ester exchange method

The invention discloses a process method of co-production of oxamide and carbamic acid ester through an ammonia ester exchange method. According to the process method, urea and oxalic acid diethyl serve as raw materials, and two products, namely the oxamide and the carbamic acid ester, can be obtained at the same time through a series of ammonia ester exchange reactions. By means of the process, the problems that products are singular, and by-products affect the reaction process in an original technology for synthesizing oxamide through oxalic acid diethyl ammonolysis and a technology for synthesizing carbamic acid ester through urea alcoholysis are solved; besides, due to the fact that urea is obtained through CO and NH synthesis, NH is replaced with urea, and the process method has active significance in converting CO into high added-value chemicals and efficiently utilizing CO.

Transformation of thioamide compounds to corresponding amides using 12-Tungstosilicic acid

12-Tungstosilicic acid (H4SiW12O40) is applied for the conversion of a series of thioamides to their corresponding oxo analogues in excellent yields in acetonitrile. In the case of thioketones, no reaction is observed under these conditions. The reusability of the catalyst also is investigated.