19287-68-4

Basic information

• Product Name: 9H-Carbazole, 9,9'-(1,4-phenylene)bis-
• CAS NO: 19287-68-4
• Molecular Formula: C30H20N2
• Molecular Weight: 408.502
• Mol File: 19287-68-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 9H-Carbazole, 9,9'-(1,4-phenylene)bis-(CAS DataBase Reference)
• NIST Chemistry Reference: 9H-Carbazole, 9,9'-(1,4-phenylene)bis-(19287-68-4)
• EPA Substance Registry System: 9H-Carbazole, 9,9'-(1,4-phenylene)bis-(19287-68-4)

Safety Data

• Hazardous Substances Data: 19287-68-4(Hazardous Substances Data)

Usage

General Description

9H-Carbazole, 9,9'-(1,4-phenylene)bis- is a chemical compound that is a derivative of carbazole, which is a colorless crystalline solid commonly used in the production of dyes and pigments. The 9,9'-(1,4-phenylene)bis- group refers to the presence of a biphenyl structure in the molecule, which is commonly found in aromatic compounds. This chemical is used in the production of organic semiconductors and polymers due to its unique electronic and optoelectronic properties. It has applications in organic light-emitting diodes (OLEDs), solar cells, and other electronic devices. Additionally, it is also used as a starting material in the synthesis of various pharmaceuticals and agrochemicals.

Upstream product

• 589-87-7 1,4-bromoiodobenzene 
• 86-74-8 9H-carbazole 
• 106-39-8 bromochlorobenzene 
• 624-38-4 para-diiodobenzene 

Relevant articles and documents

Synthesis and functional properties of star-burst dendrimers that contain carbazole as peripheral edges and triazine as a central core

With the aim of combining the electron and hole-transporting moieties into one molecule and to continue our investigation into the structure?property correlations of dendrimers, two novel star-burst dendrimers 1 and 2 constructed with carbazoles as the peripheral hole-transporting moieties and one triazine moiety as an electron-transporting central core, have been synthesized. The convergent synthetic approach uses palladium-catalyzed Suzuki cross-coupling as a key reaction. Their functional properties have also been investigated. CSIRO 2007.

An Efficient Synthesis of N-(Hetero)arylcarbazoles: Palladium-Catalyzed Coupling Reaction between (Hetero)aryl Chlorides and N-Carbazolylmagnesium Chloride

An efficient method for the synthesis of N-(hetero)arylcarbazoles, useful compounds for functional materials, is reported. Various (hetero)aryl chlorides reacted with N-carbazolylmagnesium chloride in the presence of a palladium catalyst (0.05 to 0.2 mol%) prepared from allylpalladium(II) chloride dimer {[PdCl(allyl)]2} and di-tert-butyl(2,2-diphenyl-1-methylcyclopropan-1-yl)phosphine (cBRIDP) under mild conditions (110°C) in a short period of time (15 min to 2 h) to give N-(hetero)arylcarbazoles in high yields. The reactions of bromochlorobenzenes proceeded in favour of the bromo group to afford N-(chlorophenyl)carbazoles in a highly selective manner. Functional materials for use in organic light-emitting diodes, such as mCP, 26mcPy, CBP and TCB, were also obtained in high yields within 15 min by the reaction of (hetero)aryl polyhalides. Optimization of the reaction conditions and a postulated catalytic cycle for the reaction are also discussed.