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

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

Uses

Used in Dye and Pigment Production:
Nitrocarbazole is used as a key intermediate in the synthesis of dyes and pigments, contributing to the development of a wide range of colorants for various industries.
Used in Pharmaceutical Manufacturing:
In the pharmaceutical industry, Nitrocarbazole plays a crucial role as an intermediate in the production of various medications, highlighting its importance in the development of new drugs.
Used in Organic Compound Synthesis:
Nitrocarbazole is utilized in the synthesis of other organic compounds, showcasing its versatility and applicability in multiple chemical reactions.
Used in Optical Data Storage:
Nitrocarbazole has been studied for its potential use in optical data storage, indicating its possible application in the development of advanced data storage technologies.
Used in Imaging Applications:
As a photosensitive material, Nitrocarbazole has been explored for its use in imaging applications, suggesting its potential in the field of imaging technology.

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 
• 2436-96-6 1-nitro-2-(2-nitrophenyl)benzene 
• 88-73-3 2-Chloronitrobenzene 
• 118987-65-8 2-azido-3-nitrobiphenyl 

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.

Synthetic method of 4-bromocarbazole

The invention relates to a synthesis method of 4-bromocarbazole, which belongs to the field of organic synthesis. The method adopts o-chloronitrobenzene as an initial raw material to make high-temperature coupling reaction under the catalysis of copper powder to synthesize 2,2'-dinitrobipheny, then ring closing is performed by virtue of triethyl phosphite to obtain 4-nitrocarbazole, the 4-nitrocarbazole is subjected to reduction and diazotization reaction by virtue of zinc powder under the acidic condition to obtain diazonium salt, and the diazonium salt reacts with cuprous bromide to synthesize the product 4-bromocarbazole. The method adopts the easy-to-obtain raw materials, the production cost is low, the yield is 70 percent or above, the industrialized production is easy to implement, and a foundation is provided for the industrialization of the 4-bromocarbazole and subsequent derivatives thereof.

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.