59-82-5

Basic information

• Product Name: 5-NITRO-2-FURONITRILE
• Synonyms: AKOS B004249;5-NITROFURAN-2-CARBONITRILE;5-NITRO-2-FURONITRILE;LABOTEST-BB LT00847757;5-Nitrofuran-2-carbonitrile 97%;2-Nitrofuran-5-carbonitrile;5-Nitro-2-furonitrile 97%;5-Nitrofuran-2-carbonitrile, 2-Cyano-5-nitrofuran
• CAS NO: 59-82-5
• Molecular Formula: C₅H₂N₂O₃
• Molecular Weight: 138.08
• Mol File: 59-82-5.mol
• Article Data: 15

Chemical Properties

• Melting Point: 63-64°C
• Boiling Point: 234.7 °C at 760 mmHg
• Flash Point: 95.7 °C
• Appearance: /
• Density: 1.46 g/cm³
• Vapor Pressure: 0.0522mmHg at 25°C
• Refractive Index: 1.544
• BRN: 123933
• CAS DataBase Reference: 5-NITRO-2-FURONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-NITRO-2-FURONITRILE(59-82-5)
• EPA Substance Registry System: 5-NITRO-2-FURONITRILE(59-82-5)

Safety Data

• Hazard Codes: Xi
• Statements: 20/21/22
• Safety Statements: 26-36/37/39
• RIDADR: 3276
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 59-82-5(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Chemical and Pharmaceutical Bulletin, 33, p. 4014, 1985 DOI: 10.1248/cpb.33.4014

InChI:InChI=1/C5H2N2O3/c6-3-4-1-2-5(10-4)7(8)9/h1-2H

Upstream product

• 698-63-5 5-nitrofurane-2-carboxaldehyde 
• 7197-93-5 5-nitro-furfural-(E)-oxime 
• 772-43-0 5-Nitro-2-furancarboxamide oxime 
• 75-05-8 acetonitrile 
• 69819-71-2 5-nitro-2-furancarboxaldehyde dimethylhydrazone 
• 555-15-7 5-nitrofuran-2-carboxaldehyde 
• 92-55-7 5-nitro-2-furfuraldehyde diacetate 
• 143-33-9 sodium cyanide 
• 87997-10-2 5-nitro-2-furyltrimethylammonium bromide 
• 6236-05-1 cis-5-nitrofuran-2-aldoxime 

Downstream Products

• 4969-61-3 5-(5-nitro-furan-2-yl)-3-phenyl-[1,2,4]oxadiazole 
• 15182-14-6 1-benzyl-5-(5-nitro-2-furyl)tetrazole 
• 93104-94-0 5-Phenoxy-furan-2-carbonitrile 
• 93104-92-8 5-(4-Nitro-phenoxy)-furan-2-carbonitrile 
• 93104-95-1 5-(4-methylphenoxy)-2-furonitrile 
• 93104-96-2 5-(4-Methoxy-phenoxy)-furan-2-carbonitrile 
• 93104-93-9 5-(4-chlorophenoxy)-2-furancarbonitrile 
• 93104-64-4 5-Phenylsulfanyl-furan-2-carbonitrile 
• 93104-65-5 5-p-Tolylsulfanyl-furan-2-carbonitrile 
• 93105-05-6 5-(4-Chloro-phenylsulfanyl)-furan-2-carbonitrile 
• 75745-89-0 5-<(4-nitrophenyl)thio>-2-furancarbonitrile 
• 13295-76-6 5-nitro-2-furancarbohydrazone acid amide 
• 13295-76-6 amidrazone of 5-nitro-2-furancarboxylic acid 
• 562100-62-3 5-aminofuran-2-carbonitrile 

Relevant articles and documents

Conversion of formyl into cyano groups in kojic acid derivatives and analogues

It has been revealed that N,N-dimethylhydrazones (1a-c, 3a,b) derived from kojic acid analogs, such as substituted furans (3a,b), 4-pyrones (1a,b) and 4-pyridine (1c), on oxididation with 3-chloroperoxybenzoic acid afford the corresponding nitriles (2a-c,

An efficient synthesis of nitriles from aldoximes using diethyl phosphorocyanidate under mild conditions

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Efficient transformation of aldoximes to nitriles using 2-chloro-1-methylpyridinium iodide under mild conditions

Various (aliphatic, aromatic, and heterocyclic aromatic) types of aldoximes were converted into the corresponding nitriles in good to excellent yields using 2-chloro-1-methylpyridinium iodide (CMPI) as a dehydrating agent under mild conditions.

Hydrogen peroxide oxidation of N,N-dimethylhydrazones promoted by selenium compounds, titanosilicalites or acetonitrile

Hydrogen peroxide oxidation of N,N-dimethylhydrazones 1 promoted by title reagents has been investigated. Depending on the substrate nitrile 2 and/or amide 3 accompanied with carboxylic acid 4 and parent carbonyl compounds 5 were obtained. Formation of nitriles 2 with H2O2-acetonitrile system is limited for a few more active substrates. The mechanism of the reaction, based on generated in situ peroxyiminoacetic acid, is presented. A broad spectrum of aliphatic, unsaturated and aromatic nitriles 2 was obtained by oxidation of corresponding N,N-dimethylhydrazones 1 with hydrogen peroxide in the presence of poly(bis-9,10-anthracenyl) diselenide (PADS) (7) as catalyst.