273-09-6

Basic information

• Product Name: BENZOFURAZAN
• Synonyms: Benzofurazan ,98%;benzo[1,2,5]oxadiazole radical anion;Benzofurazan , Benzo-2,1,3-oxadiazole;Benzo[c][1,2,5]oxadiazole;BENZOFURAZAN;BUTTPARK 48\04-57;2,1,3-BENZOXADIAZOLE;2,1,3-benzooxadiazole
• CAS NO: 273-09-6
• Molecular Formula: C₆H₄N₂O
• Molecular Weight: 120.11
• EINECS: -0
• Product Categories: Miscellaneous;Fused Ring Systems;Benzofurans;Building Blocks;Heterocyclic Building Blocks
• Mol File: 273-09-6.mol
• Article Data: 4

Chemical Properties

• Melting Point: 47-51 °C(lit.)
• Boiling Point: 75-85 °C20 mm Hg(lit.)
• Flash Point: 76 °C
• Appearance: /
• Density: 1.294
• Vapor Pressure: 0.929mmHg at 25°C
• Refractive Index: 1.4738 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: -0.53±0.33(Predicted)
• BRN: 112261
• CAS DataBase Reference: BENZOFURAZAN(CAS DataBase Reference)
• NIST Chemistry Reference: BENZOFURAZAN(273-09-6)
• EPA Substance Registry System: BENZOFURAZAN(273-09-6)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38-20/21/22
• Safety Statements: 22-24/25-36/37/39-26
• WGK Germany: 3
• RTECS: DM2580000
• Hazardous Substances Data: 273-09-6(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Canadian Journal of Chemistry, 47, p. 2482, 1969 DOI: 10.1139/v69-405The Journal of Organic Chemistry, 26, p. 4684, 1961 DOI: 10.1021/jo01069a509

Purification Methods

Purify benzofuran by crystallisation from EtOH and by sublimation. [Beilstein 27 I 740.]

InChI:InChI=1/C6H4N2O/c1-2-4-6-5(3-1)7-9-8-6/h1-4H

Upstream product

• 88-74-4 2-nitro-aniline 
• 480-96-6 benzofurazan oxide 
• 2605-68-7 methyl 2-(triphenylphosphoranylidene)propionate 
• 55883-53-9 Kalium-4-nitro-formanilid 
• 24309-97-5 N-(2-hydroxyethyl)-3-oxobutanamide 

Downstream Products

• 114322-14-4 benzo[1,2,5]oxadiazole-4-sulfonyl chloride 
• 26730-04-1 3-methylphenazin-5-oxide 
• 3331-28-0 2-bromophenazine 
• 3224-59-7 3-phenylphenazine 5-oxide 
• 2876-29-1 2-Methoxy-phenazin-10-oxid 
• 1019-15-4 2-Chlorphenazin-10-oxid 
• 3224-57-5 3-bromophenazine 5-oxide 
• 304-81-4 Phenazin-mono-N-Oxyd 
• 85108-59-4 (2E)-3-phenyl-1-(3-methyl-1,4-dioxyquinoxaline-2-yl)propenone 

Relevant articles and documents

Thermal Stability Studies on a Homologous Series of Nitroarenes

The thermal stabilities of a number of nitroarenes were examined in solution and in condensed phase.In general, increasing the number of nitro groups decreased thermal stability.Changing the substituent on 1-X-2,4,6-trinitrobenzene from X = H to NH2 to CH3 to OH accelerated decomposition; this effect was attributed to increased ease of intramolecular proton transfer to an ortho nitro group, thus weakening the carbon-nitrogen bond.In solution, the effect of increasing substitution from n = 1 to n = 3 on Xn(NO2)3C6H3-n was uniformly that of decreasing the thermal stability of the species.However, in condensed phase, results suggested that crystal habit may be more important than molecular structure; for X = Br, CH3, and NH2, the more substituted species was the more stable.

An Improved and Efficient Synthesis of Quinoxalinecarboxamide 1,4-Dioxides from Benzofuroxan and Acetoacetamides in the Presence of Calcium Salts

An improved and efficient method for the preparation of the title compounds 3 is described.Thus, quinoxalinecarboxamide 1,4-dioxides 3 are synthesized in high yields by reaction of benzofuroxan 1 with acetoacetamides 2 in the presence of catalytic amounts of calcium salts and ethanolamine.The reaction is assumed to involve a chelate mechanism with 4 as intermediate.Side reactions are studied by means of HPLC and TLC.