57102-93-9

Basic information

• Product Name: 9H-carbazole-3-carbonitrile
• Synonyms: 9H-carbazole-3-carbonitrile;3-cyanocarbazole;carbazole-3-carbonitrile
• CAS NO: 57102-93-9
• Molecular Formula: C₁₃H₈N₂
• Molecular Weight: 192.21602
• Mol File: 57102-93-9.mol
• Article Data: 4

Chemical Properties

• Melting Point: 184-185 °C
• Boiling Point: 437.8±18.0 °C(Predicted)
• Appearance: /
• Density: 1.29±0.1 g/cm3(Predicted)
• PKA: 15.47±0.30(Predicted)
• CAS DataBase Reference: 9H-carbazole-3-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 9H-carbazole-3-carbonitrile(57102-93-9)
• EPA Substance Registry System: 9H-carbazole-3-carbonitrile(57102-93-9)

Safety Data

• Hazardous Substances Data: 57102-93-9(Hazardous Substances Data)

Usage

General Description

9H-Carbazole-3-carbonitrile is a chemical compound with the molecular formula C14H9N. It is an organic compound belonging to the carbazole family, which is commonly found in coal tar and crude oil. 9H-Carbazole-3-carbonitrile is a nitrile derivative of carbazole and is used in the synthesis of various organic compounds and pharmaceuticals. It has applications in the field of organic chemistry, particularly in the preparation of heterocyclic compounds and as a building block for the production of potentially bioactive molecules. 9H-Carbazole-3-carbonitrile is also used in the manufacturing of dyes and pigments, making it a versatile and important chemical compound in various industries.

Upstream product

• 50397-74-5 2-bromo-4-cyanoaniline 
• 3900-89-8 2-Chlorobenzeneboronic acid 
• 21330-56-3 9-azidoacridine 
• 91-40-7 2-(phenylamino)benzoic acid 
• 1207-69-8 9-Chloroacridine 
• 56-23-5 tetrachloromethane 
• 86-28-2 N-ethylcarbazole 

Downstream Products

• 503828-19-1 3-(2H-tetrazol-5-yl)-9H-carbazole 

Relevant articles and documents

Visible-light-promoted intramolecular C-H amination in aqueous solution: Synthesis of carbazoles

An effective and operationally simple protocol is reported for the synthesis of versatile carbazoles. With water as a co-solvent, visible-light rather than various metals is used to facilitate the conversion of readily available 2-azidobiphenyls under mild conditions. Various functionalized bioactive natural alkaloids, such as glycoborine, clausine C, clausine L, clausine H and clauszoline K, were synthesized efficiently with nitrogen as a sole byproduct. The reaction could be performed in water, acidic or alkaline buffer solutions, showing its potential for applications in biochemistry.

9-Azidoacridine and 9-acridinylnitrene

Matrix photolysis as well as flash vacuum thermolysis (FVT) of 9-azidoacridine affords 9-acridinylnitrene, which is characterized by its IR and ESR spectra and is photochemically inert. FVT above 600 -C yields a mixture of the five isomeric cyanocarbazoles. Microwave-assisted reaction with diethyl- and dipropylamines in solution affords acridinylformamidine and acridinylpropionamidine, respectively. Microwave-assisted reaction with dimethylamine causes nucleophilic displacement of the azido group. Microwave-assisted 1, 3-dipolar cycloaddition with phenylacetylene yields the two regioisomeric 9-(4- and 5-phenyl-1, 2, 3-triazol-1-yl)acridines, whose structures were established by Xray crystallography.