1,2,5-OXADIAZOLE-3,4-DICARBONITRILE, 2-OXIDE

Base Information

• Chemical Name: 1,2,5-OXADIAZOLE-3,4-DICARBONITRILE, 2-OXIDE
• CAS No.: 17557-81-2
• Molecular Formula: C₄N₄O₂
• Molecular Weight: 136.07
• Mol file: 17557-81-2.mol

Synonyms:Furazandicarbonitrile,2-oxide; Furoxandicarbonitrile (6CI,7CI); 3,4-Bis(cyano)-1,2,5-oxadiazole2-oxide; 3,4-Dicyanofuroxan; 3,4-Furazandicarbonitrile 2-oxide; Dicyanofuroxan;Dicyanofuroxane

Chemical Property of 1,2,5-OXADIAZOLE-3,4-DICARBONITRILE, 2-OXIDE

Chemical Property:

• Vapor Pressure: 7.62E-08mmHg at 25°C
• Boiling Point: 437.2°C at 760 mmHg
• Flash Point: 218.2°C
• PSA: 99.07000
• Density: 1.67g/cm³
• LogP: -0.15354

Purity/Quality:

99%min ^*data from raw suppliers

1,2,5-OXADIAZOLE-3,4-DICARBONITRILE, 2-OXIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,2,5-OXADIAZOLE-3,4-DICARBONITRILE, 2-OXIDE

There total 12 articles about 1,2,5-OXADIAZOLE-3,4-DICARBONITRILE, 2-OXIDE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

4-nitroso-1,2,5-oxadiazol-3-amine → 3,4-dicyano-1,2,5-oxadiazole 2-oxide (17557-81-2)

Guidance literature:

With sulfuric acid; sodium nitrite; In dichloromethane; pentane; at 30 - 35 ℃;

DOI:10.1070/MC2001v011n01ABEH001369

Reference yield: 83.0%

2-oxy-furazan-3,4-dicarboxylic acid diamide (56873-41-7) → 3,4-dicyano-1,2,5-oxadiazole 2-oxide (17557-81-2)

Guidance literature:

With pyridine; trifluoroacetic anhydride; In acetonitrile; at 0 - 20 ℃;

DOI:10.1016/j.tet.2015.07.034

Reference yield: 72.0%

cyanoacetic acid (372-09-8) → 3,4-dicyano-1,2,5-oxadiazole 2-oxide (17557-81-2)

Guidance literature:

With sulfuric acid; nitric acid; at 25 ℃; for 3h; Reflux;

DOI:10.1002/cplu.201900710

upstream raw materials:

3,4-bis(E-hydroxyiminomethyl)-1,2,5-oxadizole 2-oxide

dihydroximino-succinodinitrile

4-amino-1,2,5-oxadiazole-3-carboxylic acid

4-amino-3-nitrofurazan

Downstream raw materials:

4,6-Dioxo-5-phenyl-4,5,6,6a-tetrahydro-3aH-pyrrolo[3,4-d]isoxazole-3-carboxylic acid amide

(3aS,3cS,6aR,8aR)-1,3,4,6-Tetraoxo-2,5-diphenyl-octahydro-7,8-dioxa-2,5,7a-triaza-dicyclopenta[a,f]pentalene-3b-carbonitrile

5-phenylisoxazole-3-carboxamide

3-cyano-5-phenyl-1,2,4-oxadiazole

Refernces

• 1、 Johnson, Eric C.,Bukowski, Eric J.,Sausa, Rosario C.,Sabatini, Jesse J.. "Safer and Convenient Synthesis of 3,4-Dicyanofuroxan". . p. 1275 - 1279. Retrieved 2019.
• 2、 He, Chunlin,Shreeve, Jean'ne M.. "Potassium 4,5-Bis(dinitromethyl)furoxanate: A Green Primary Explosive with a Positive Oxygen Balance". . p. 772 - 775. Retrieved 2016.
• 3、 Johnson, Eric C.,Sabatini, Jesse J.,Chavez, David E.,Wells, Lucille A.,Banning, Joseph E.,Sausa, Rosario C.,Byrd, Edward F. C.,Orlicki, Joshua A.. "Bis(Nitroxymethylisoxazolyl) Furoxan: A Promising Standalone Melt-Castable Explosive". . p. 237 - 239. Retrieved 2020.