7617-57-4

Basic information

• Product Name: 1,2-Dinitrosobenzene
• Synonyms: 1,2-Dinitrosobenzene
• CAS NO: 7617-57-4
• Molecular Formula: C₆H₄N₂O₂
• Molecular Weight: 136.1082
• Mol File: 7617-57-4.mol

Chemical Properties

• Boiling Point: 274.8°Cat760mmHg
• Flash Point: 110.5°C
• Appearance: /
• Density: 1.3g/cm³
• Vapor Pressure: 0.00888mmHg at 25°C
• Refractive Index: 1.594
• CAS DataBase Reference: 1,2-Dinitrosobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Dinitrosobenzene(7617-57-4)
• EPA Substance Registry System: 1,2-Dinitrosobenzene(7617-57-4)

Safety Data

• Hazardous Substances Data: 7617-57-4(Hazardous Substances Data)

Usage

Appearance

Yellow, crystalline solid

Uses

Production of dyes
Production of pharmaceuticals
Production of rubber chemicals

Application in organic synthesis

Reagent for the production of heterocyclic compounds

Classification

Nitrosamine

Health hazards

Associated with carcinogenicity in animals

Regulatory status

Regulated and controlled in many countries
Strict guidelines for handling and use in industrial and laboratory settings

InChI:InChI=1/C6H4N2O2/c9-7-5-3-1-2-4-6(5)8-10/h1-4H

Upstream product

• 480-96-6 benzofurazan oxide 
• 1516-58-1 o-azidonitrobenzene 
• 95-54-5 1,2-diamino-benzene 
• 134469-07-1 Benzimidazol-2-thiol 

Downstream Products

• 480-96-6 benzofurazan oxide 

Relevant articles and documents

Enhanced photocatalytic degradation of 2-thiobenzimidazole by the tris(8-quinolinolato)cobalt(iii) complex through peroxide adduct formation: Theoretical and experimental investigations

Photo-initiated oxidative degradation of 2-thiobenzimidazole (2-TBI) was studied using different semiconducting metal complexes derived from 8-hydroxyquinoline with the general formula, [MQ3C2H5OH] [Q = 8-quinolinolato anion; M = Cr3+, (CrQ3); Co3+, (CoQ3); Fe3+, (FeQ3)]. The degradation kinetics was monitored via UV-vis spectroscopy perceiving the changes in absorbance to subtract. The effect of pH and visible light irradiation on degradation was studied observing a significant increment in the oxidation rate with the presence of visible light whenever CoQ3 is used as a catalyst. By using density functional theory (DFT), it was found that the transition state energy of the adduct formed between CoQ3 and H2O2 is very low compared with other studied catalysts, which activates the formation of OH radicals from H2O2 increasing the 2-TBI degradation rate. In addition, a thermodynamically feasible degradation mechanism was proposed by calculating energy barriers involved in the 2-TBI oxidation pathway.

Selective N-oxidation of aromatic amines to nitroso derivatives using a molybdenum acetylide oxo-peroxo complex as catalyst

The molybdenum acetylide oxo-peroxo complex obtained in situ by the treatment of the corresponding molybdenum acetylide carbonyl complex, CpMo(CO)3(C{triple bond, long}CPh); Cp = η5-C5H5 with H2O2, has been used as an efficient catalyst for selective N-oxidation of primary amines to nitroso derivatives. Excellent amine conversion (up to 100%) and very high selectivity for nitroso compounds (99%) have been obtained using 30% hydrogen peroxide as an oxidant. The oxo peroxo Mo(VI) complex has also been found to be very active for the oxidation of various substituted primary aromatic amines with electron donating as well as electron withdrawing substituents on the aromatic ring.

Photochemistry of o-Nitrophenylazide in Matrices. The First Direct Spectroscopic Observation of o-Dinitrosobenzene

Photolysis of o-nitrophenylazide in an Ar matrix at 12 K produced the mixture of benzofuroxan and a new species, which could be identified as o-dinitrosobenzene on the basis of its IR and UV spectra.