57905-76-7

Basic information

• Product Name: NITROCARBAZOLE
• Synonyms: NITROCARBAZOLE;4-NITROCARBAZOLE;4-Nitro-9H-carbazole
• CAS NO: 57905-76-7
• Molecular Formula: C₁₂H₈N₂O₂
• Molecular Weight: 212.2
• Mol File: 57905-76-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 448.6°Cat760mmHg
• Flash Point: 225.1°C
• Appearance: /
• Density: 1.435g/cm³
• Vapor Pressure: 8.12E-08mmHg at 25°C
• Refractive Index: 1.795
• CAS DataBase Reference: NITROCARBAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: NITROCARBAZOLE(57905-76-7)
• EPA Substance Registry System: NITROCARBAZOLE(57905-76-7)

Safety Data

• Hazardous Substances Data: 57905-76-7(Hazardous Substances Data)

Usage

General Description

Nitrocarbazole is a chemical compound with the formula C12H8N2O2. It is a yellow crystalline solid that is used as an intermediate in the production of dyes and pigments. Nitrocarbazole is also used in the manufacture of pharmaceuticals, as well as in the synthesis of other organic compounds. It has been studied for its potential use in optical data storage and as a photosensitive material for imaging applications. Nitrocarbazole is considered to be a hazardous substance and should be handled with caution due to its potential toxicity and environmental impact.

InChI:InChI=1/C12H8N2O2/c15-14(16)11-7-3-6-10-12(11)8-4-1-2-5-9(8)13-10/h1-7,13H

Upstream product

• 57905-69-8 5-nitro-1,2,3,4-tetrahydro-9H-carbazole 
• 118987-65-8 2-azido-3-nitrobiphenyl 
• 88-73-3 2-Chloronitrobenzene 
• 2436-96-6 1-nitro-2-(2-nitrophenyl)benzene 

Downstream Products

• 18992-64-8 4-aminocarbazole 
• 3652-89-9 4-bromo-9H-carbazole 

Relevant articles and documents

4-bromo-9H-carbazole synthesizing method

The invention discloses a 4-bromo-9H-carbazole synthesizing method and belongs to the field of organic synthesis. According to the method, o-chloronitrobenzene is utilized as a starting material, 2,2'-dinitrobiphenyl is synthesized through high-temperature coupling reaction under copper powder catalysis, then 4-nitro carbazole is obtained through triethyl phosphite ring closure reaction, diazoniumsalt is prepared from 4-nitro carbazole through zinc powder reduction and diazotization reaction under the acid condition, and then the diazonium salt reacts with cuprous bromide to synthesize a product of 4-bromo-9H-carbazole. According to the method, the raw materials are easy to obtain, the production cost is low, and the yield can reach 70% or more; the method has easiness in industrial production and provides basis for industrialization of 4-bromo-9H-carbazole and follow-up derivatives of 4-bromo-9H-carbazole.

THE REACTION OF ORTHO-SUBSTITUTED AROMATIC AZIDES WITH BORON TRICHLORIDE OR TRIFLUORIDE

The reactiont of boron trichloride or trifluoride with ortho-aryl, -diazoaryl, and -arylazoaryl phenyl azides in benzene at room temperature generally gives fused azoles in high yields.Treatment of 2-nitrophenyl azide with boron trichloride mainly affords chlorinated nitroanilines, whereas with boron trifluoride it gives N-o-nitrophenylaniline.In aromatic solvents at 60 deg C in the presence of boron trifluoride-diethyl ether, 2-azidobiphenyl forms carbazole and 2-(arylamino)biphenyls, the formation of which depends greatly upon the nucleophilicity of the solvent used; however, its pseudo-first-order decomposition rate is slightly greater in benzene than in toluene or m-xylene.Under the same conditions, phenyl azide forms diarylamines.The results suggest that singlet nitrenium ions, arising from the corresponding azidetrihalogenoborane complexes by loss of molecular nitrogen, are generally the reactive intermediates.