Benzofurazan

Base Information

• Chemical Name: Benzofurazan
• CAS No.: 273-09-6
• Molecular Formula: C6H4N2O
• Molecular Weight: 120.111
• Hs Code.: 29349990
• European Community (EC) Number: 608-080-4
• DSSTox Substance ID: DTXSID00181742
• Nikkaji Number: J114.066C
• Wikidata: Q72440117
• ChEMBL ID: CHEMBL4096941
• Mol file: 273-09-6.mol

Synonyms:benzofurazan

Chemical Property of Benzofurazan

Chemical Property:

• Vapor Pressure: 0.929mmHg at 25°C
• Melting Point: 47-51 °C(lit.)
• Refractive Index: 1.619
• Boiling Point: 186 °C at 760 mmHg
• PKA: -0.53±0.33(Predicted)
• Flash Point: 70.8 °C
• PSA: 38.92000
• Density: 1.294 g/cm³
• LogP: 1.22280
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 120.032362755
• Heavy Atom Count: 9
• Complexity: 95.2

Purity/Quality:

97% ^*data from raw suppliers

2,1,3-Benzoxadiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38-20/21/22
• Safety Statements: 22-24/25-36/37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=NON=C2C=C1

Technology Process of Benzofurazan

There total 5 articles about Benzofurazan 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: 63.0%

benzofurazan oxide (480-96-6,68100-26-5) + Kalium-4-nitro-formanilid (55883-53-9) → benzofurazan (273-09-6) + 2-(4-Nitro-phenyl)-2H-benzotriazole 1-oxide + 4-nitro-aniline (100-01-6,104810-17-5)

Guidance literature:

In dimethyl sulfoxide; for 3h; Ambient temperature;

Reference yield: 45.0%

benzofurazan oxide (480-96-6,68100-26-5) + methyl 2-(triphenylphosphoranylidene)propionate (2605-68-7) → benzofurazan (273-09-6) + pyruvic acid methyl ester (600-22-6)

Guidance literature:

In benzene; for 6h; Heating;

DOI:10.1016/S0040-4020(01)87330-0

Reference yield:

2-nitro-aniline (88-74-4) → benzofurazan (273-09-6) + nitrobenzene (98-95-3,26969-40-4) + 2-hydroxynitrobenzene (88-75-5,78813-12-4)

Guidance literature:

In benzene; at 340 ℃; Product distribution; Kinetics; Rate constant; in sealed tube; other solvent (neat);

DOI:10.1021/j100023a043

upstream raw materials:

benzofurazan oxide

N-(2-hydroxyethyl)-3-oxobutanamide

Kalium-4-nitro-formanilid

methyl 2-(triphenylphosphoranylidene)propionate

Downstream raw materials:

biphenyl

N¹,N¹,N²-triphenylbenzene-1,2-diamine

4,5,6,7-tetrabromo-4,5,6,7-tetrahydro-benz[1,2,5]oxadiazole

1,2-cyclohexanedione dioxime

Refernces

Polarography of some 2,1,3 benzothiadiazoles, benzofurazans, 2,1,3 benzoselenadiazoles, and 3,4 disubstituted and fused 1,2,5 thiadiazoles

10.1002/jhet.5570110519

The research aimed to investigate the redox behavior of various heterocyclic compounds, specifically 2,1,3-benzothiadiazoles, benzofurazans, 2,1,3-benzoselenadiazoles, and 3,4-disubstituted and fused 1,2,5-thiadiazoles, in acetonitrile solutions using mercury and platinum electrodes. The study focused on derivatives containing alkyl, phenyl, bromo, chloro, cyano, nitro, methylsulfonyl, and trifluoromethylsulfonyl groups. The findings indicated that all ring systems and their derivatives were reversibly reduced initially in a one-electron step to their respective radical anions, with the exception of nitro and bromo derivatives, which were reduced preferentially at the substituent group. The research concluded that the potential at which the production of the radical anion occurred became more anodic as the electron-withdrawing ability of the substituent and the number of substituents increased, providing insights into the redox behavior of these compounds and their potential applications in artificial media as electron-transfer agents for ATP synthesis.