57103-17-0

Basic information

• Product Name: Benzonitrile, 4-(9H-carbazol-9-yl)-
• Synonyms: 4-carbazol-9-yl-benzonitrile;4-Carbazol-9-yl-benzonitril
• CAS NO: 57103-17-0
• Molecular Formula: C19H12N2
• Molecular Weight: 268.318
• Mol File: 57103-17-0.mol

Chemical Properties

• Melting Point: 175-177 °C
• Boiling Point: 408.7±37.0 °C(Predicted)
• Density: 1.15±0.1 g/cm3(Predicted)
• CAS DataBase Reference: Benzonitrile, 4-(9H-carbazol-9-yl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzonitrile, 4-(9H-carbazol-9-yl)-(57103-17-0)
• EPA Substance Registry System: Benzonitrile, 4-(9H-carbazol-9-yl)-(57103-17-0)

Safety Data

• Hazardous Substances Data: 57103-17-0(Hazardous Substances Data)

Upstream product

• 623-00-7 4-bromobenzenecarbonitrile 
• 86-74-8 9H-carbazole 
• 1194-02-1 4-fluorobenzonitrile 
• 623-03-0 4-Cyanochlorobenzene 
• 189999-35-7 [1,1'-biphenyl]-2,2'-iodonium trifluoromethanesulfonate 
• 873-74-5 4-Aminobenzonitrile 
• 2113-51-1 2-iodobiphenyl 
• 57102-42-8 N-(4-bromophenyl)carbazole 
• 77287-34-4 formamide 
• 589-87-7 1,4-bromoiodobenzene 
• 13029-09-9 2,2'-dibromobiphenyl 
• 2052-07-5 2-Bromobiphenyl 
• 18523-41-6 4-azidobenzonitrile 
• 4688-76-0 2-Biphenylboronic acid 

Downstream Products

• 642097-34-5 9-(4-(1H-tetrazol-5-yl)phenyl)-9H-carbazole 
• 1347640-09-8 4-(3,6-bis(4-(2-ethylhexyloxy)phenyl)-9H-carbazole-9-yl)benzonitrile 
• 1347640-10-1 4-(3,6-bis(4-(2-ethylhexyloxy)phenyl)-9H-carbazole-9-yl)benzoic acid 
• 373389-97-0 4-(3,6-dibromo-9H-carbazole-9-yl)benzonitrile 
• 71935-21-2 4-(9H-carbazol-9-yl) benzoic acid 
• 950839-30-2 2-(4-(9H-carbazol-9-yl)phenyl)-5-phenyl-1,3,4-oxadiazole 
• 1380099-62-6 4-(3,6-bis(2-ethylhexyloxy)-9H-carbazole-9-yl)benzonitrile 
• 1380099-63-7 4-(3,6-bis(2-ethylhexyloxy)-9H-carbazole-9-yl)benzoic acid 
• 1332837-01-0 1-ethyl-2-(4-(9H-carbazole-9-yl)phenyl)benzimidazole 

Relevant articles and documents

The twisted structure of 9-(4-cyanophenyl)-carbazole

The crystal structure determination of the title compound, C19H12N2, has been undertaken with a view to understanding the nature of the fluorescence band of the system. There is a significant twist between the cyanophenyl and carbazolyl moieties.

High-performance blue electroluminescent devices based on 2-(4-biphenylyl)-5-(4-carbazole-9-yl)phenyl-1,3,4-oxadiazole

An electron transporting moiety (1,3,4-oxadiazole) and a hole transporting moiety (carbazole) were combined to create 2-(4-biphenylyl)-5-(4-carbazole-9-yl) phenyl-1,3,4-oxadiazole (CzOxa), a three layer device with a configuration of ITO/TPD(50 nm)/CzOxa(

Synthesis and properties of blue luminescent bipolar materials constructed with carbazole and anthracene units with 4-cyanophenyl substitute at the 9-position of the carbazole unit

With carbazole and p-cyanobromobenzene as raw materials, 4-(3,6-di (anthracen-9-yl)-9H-carbazol-9-yl)benzonitrile (DACB) and 4-(3,6-bis(anthracene -9-ylethynyl)-9H-carbazol-9-yl)benzonitrile (BACB) were synthesized through the Suzuki coupling reaction and

Nature of the fluorescent state of N-arylcarbazole derivatives as derived from directly measured values of the excited state dipole moment

Laser-induced changes in microwave dielectric loss of benzene solutions of two electron donor-acceptor systems, N-(4-cyanophenyl)carbazole and N-(1-naphthyl)carbazole, have been quantitatively measured with a view to determining the dipole moments and hence the nature of the fluorescent states of these systems. The dipole moments so determined are found to be much lower than that expected for a twisted intramolecular charge transfer state. On the basis of the measured values and the results of AM1 calculations, it is concluded that, contrary to what is commonly believed, these donor-acceptor systems emit from a locally excited state.

Microenvironment modulation of cuprous cluster enables inert aryl chlorides activation in single-molecule metallaphotoredox amination

Amination of aryl halides is an important tool in organic synthesis and the activation of inert aryl chlorides is particular difficult. We herein report the first study of aromatic microenvironment modulation of cuprous clusters as single-molecule metalla

Preparation method of N-arylcarbazole-3-boric acid

The invention discloses a preparation method of N-arylcarbazole-3-boric acid, and belongs to the field of liquid crystal intermediates. The preparation method comprises the following steps: coupling carbazole with aryl halide in the presence of alkali to generate N-arylcarbazole, enabling the N-arylcarbazole to react with a bromination reagent to generate Naryl-3, 6-dibromo carbazole, enabling theNaryl-3, 6-dibromo carbazole to react with borate and butyl lithium by a one-pot method, and carrying out hydrolyzing to obtain N-arylcarbazole-3-boric acid. According to the method, dibromides whichare easy to purify are generated during bromination, monosubstituted products are generated by controlling the using amount of the lithiation reagent and the boric acid ester during lithiation, the method is verified on the scale of dozens of kilograms, and the method has the prospect of industrial methods.

Method for synthesizing carbazole derivative

The invention aims to provide a method for synthesizing a carbazole derivative. The method is characterized in that palladium chloride is used as a catalyst, 2, 2' - dibromobiphenyl is used as an electrophilic reagent, primary amine is taken as a nucleophile, and the carbazole derivative is directly cross-coupled under the conditions of toluene as a solvent and an air atmosphere. The method has the advantages of high yield, high selectivity, simplicity and convenience in operation and the like.

Combined experimental and density functional theory studies on novel 9-(4/3/2-cyanophenyl)-9H-carbazole-3-carbonitrile compounds for organic electronics

We have synthesized a series of novel hybrid molecules 9-(2-cyanophenyl)-9H-carbazole-3-carbonitrile (o-CNCbzCN), 9-(3-cyanophenyl)-9H-carbazole-3-carbonitrile (m-CNCbzCN) and 9-(4-cyanophenyl)-9H-carbazole-3-carbonitrile (p-CNCbzCN), comprising electron-donating carbazole and electron-accepting nitrile groups. Three positional isomers were synthesized with a view to tune photophysical and electrochemical properties of the hybrids. The photophysical study displayed absorption maxima in the range of 281–340 nm and 277–298 nm whereas emission maxima in the range of 349–366 nm and 366–369 nm in toluene and dimethylformamide (DMF), respectively. These molecules demonstrated suitable frontier molecular orbital (FMO) energy levels and ensure good thermal and morphological stability. Among these synthesized molecules, m-CNCbzCN showed very high decomposition temperature (Td = 341°C) whereas p-CNCbzCN exhibited good glass transition (Tg = 182°C) as well as melting temperature (Tm = 236°C), indicating its significant stability and potential utility as a bipolar host material for efficient phosphorescent organic light-emitting diodes (PhOLEDs).

Palladium-Catalyzed Cyanation of Aryl Halides Using Formamide and Cyanuric Chloride as a New “CN” Source

A new source of “CN” employing formamide and cyanuric chloride is introduced for the cyanation reactions. The treatment of formamide and 2,4,6-trichloro-1,3,5-triazine (TCT; cyanuric chloride) afforded an efficient cyanating agent which it can be used as a nontoxic, readily available, and non-expensive reagent in the cyanation transformations. In this study, palladium-catalyzed cyanation of aryl halides was successfully accomplished using this new “CN” source in high yields.

Palladium-catalyzed C-H bond activation for the assembly of: N -aryl carbazoles with aromatic amines as nitrogen sources

A convenient and efficient palladium-catalyzed C-H bond activation for the assembly of N-aryl carbazole is reported, in which two C-N bonds were formed under one set of conditions. The desired carbazoles were achieved in decent yields with a wide substrate scope by utilizing readily available 2-iodo biphenyls and aromatic amines as starting materials.