5-Nitro-2-furonitrile

Base Information

• Chemical Name: 5-Nitro-2-furonitrile
• CAS No.: 59-82-5
• Molecular Formula: C5H2N2O3
• Molecular Weight: 138.082
• Hs Code.: 2932190090
• NSC Number: 6451
• UNII: E63B56V8YA
• DSSTox Substance ID: DTXSID20207731
• Nikkaji Number: J350.588J
• Wikidata: Q27276918
• Mol file: 59-82-5.mol

Synonyms:5-nitro-2-furonitrile;59-82-5;5-nitrofuran-2-carbonitrile;5-Nitro-2-furancarbonitrile;2-Furancarbonitrile, 5-nitro-;E63B56V8YA;NSC-6451;5-nitro-2-furyl cyanide;UNII-E63B56V8YA;NSC6451;5-nitro-2-cyanofuran;5-nitro-furan-2-carbonitrile;2-CYANO-5-NITROFURAN;SCHEMBL1608505;DTXSID20207731;DUJNJLFQOODDNJ-UHFFFAOYSA-N;2-FURONITRILE, 5-NITRO-;NSC 6451;MFCD00082647;AKOS000304644;PS-5415;SB61826;FT-0620692;EN300-245640;A869112;Q27276918;Z381355302

Chemical Property of 5-Nitro-2-furonitrile

Chemical Property:

• Vapor Pressure: 0.0522mmHg at 25°C
• Melting Point: 63-64 °C
• Refractive Index: 1.544
• Boiling Point: 234.7 °C at 760 mmHg
• Flash Point: 95.7 °C
• PSA: 82.75000
• Density: 1.46 g/cm³
• LogP: 1.58268
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 138.00654193
• Heavy Atom Count: 10
• Complexity: 189

Purity/Quality:

98%min ^*data from raw suppliers

5-Nitro-2-furonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 20/21/22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(OC(=C1)[N+](=O)[O-])C#N

Technology Process of 5-Nitro-2-furonitrile

There total 16 articles about 5-Nitro-2-furonitrile 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: 98.0%

5-nitro-2-furfuraldehyde diacetate (92-55-7) → 5-nitrofuran-2-carbonitrile (59-82-5)

Guidance literature:

With hydrogen azide; perchloric acid; magnesium(II) perchlorate; In chloroform; at 20 - 35 ℃; for 0.75h;

DOI:10.1023/A:1013204422043

Reference yield: 96.0%

5-nitrofurane-2-carboxaldehyde (698-63-5) → 5-nitrofuran-2-carbonitrile (59-82-5)

Guidance literature:

With magnesium(II) perchlorate; tris-(2-chloro-ethyl)-amine; In chloroform; for 2h; Heating;

DOI:10.1023/A:1019544726068

Reference yield: 90.0%

5-nitro-furfural-(E)-oxime (7197-93-5) → 5-nitrofuran-2-carbonitrile (59-82-5)

Guidance literature:

5-nitro-furfural-(E)-oxime; With 2-chloro-1-methyl-pyridinium iodide; In dichloromethane; at 20 ℃; for 0.166667h;

With triethylamine; In dichloromethane; at 20 ℃; for 1.5h;

DOI:10.1081/SCC-120034158

upstream raw materials:

cis-5-nitrofuran-2-aldoxime

5-nitrofurane-2-carboxaldehyde

5-Nitro-2-furancarboxamide oxime

5-nitro-furfural-(E)-oxime

Downstream raw materials:

5-nitro-2-furamide

5-nitro-2-furoic acid

5-aminofuran-2-carbonitrile

C₁₄H₁₅N₅O₃

Refernces

• 1、 Raffauf. "-". . p. 1765. Retrieved 1946.
• 2、 Giurg,Brzaszcz,Mlochowski. "Hydroperoxide oxidation of different organic compounds catalyzed by silica-supported selenenamide". . p. 417 - 428. Retrieved 2007/10/03.
• 3、 Chauvière, Gérard,Bouteille, Bernard,Enanga, Bertin,De Albuquerque, Cristina,Croft, Simon L.,Dumas, Michel,Périé, Jacques. "Synthesis and biological activity of nitro heterocycles analogous to megazol, a trypanocidal lead". . p. 427 - 440. Retrieved 2007/10/03.