858641-06-2

Basic information

• Product Name: 4-(9H-carbazol-9-yl)-N-phenylaniline
• Synonyms: 4-(9H-carbazol-9-yl)-N-phenylaniline;4-carbazol-9-yl-N-phenylaniline;N-phenyl-N-[4-(9-carbazolyl)phenyl]amine;4-(9H-Carbazol-9-yl)-N-phenylbenzenamine
• CAS NO: 858641-06-2
• Molecular Formula: C₂₄H₁₈N₂
• Molecular Weight: 334.41312
• EINECS: -0
• Mol File: 858641-06-2.mol
• Article Data: 28

Chemical Properties

• Boiling Point: 539.8±42.0 °C(Predicted)
• Appearance: /
• Density: 1.14±0.1 g/cm3(Predicted)
• PKA: -0.26±0.40(Predicted)
• CAS DataBase Reference: 4-(9H-carbazol-9-yl)-N-phenylaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(9H-carbazol-9-yl)-N-phenylaniline(858641-06-2)
• EPA Substance Registry System: 4-(9H-carbazol-9-yl)-N-phenylaniline(858641-06-2)

Safety Data

• Hazardous Substances Data: 858641-06-2(Hazardous Substances Data)

Usage

General Description

4-(9H-carbazol-9-yl)-N-phenylaniline is a chemical compound that belongs to the class of carbazoles, which are aromatic heterocyclic compounds. It is a derivative of carbazole and aniline, containing both a carbazole and a phenyl group. 4-(9H-carbazol-9-yl)-N-phenylaniline has potential applications in organic electronic devices, such as organic light-emitting diodes (OLEDs) and organic photovoltaic cells, due to its electron transporting properties and good film-forming ability. It is also studied for its potential use in organic semiconductors and organic field-effect transistors. Additionally, research is being conducted on its potential therapeutic applications, such as its use as a pharmaceutical intermediate and in the development of new drugs. Overall, 4-(9H-carbazol-9-yl)-N-phenylaniline is a versatile chemical with promising uses in various industries and scientific fields.

Upstream product

• 57102-42-8 N-(4-bromophenyl)carbazole 
• 62-53-3 aniline 
• 86-74-8 9H-carbazole 
• 589-87-7 1,4-bromoiodobenzene 
• 106-37-6 1.4-dibromobenzene 
• 1205-71-6 N-(4-chlorophenyl)aniline 
• 54446-36-5 4-bromodiphenylamine 
• 222620-05-5 N-(4-hydroxyphenyl)carbazole 
• 19264-74-5 9-(4-methoxyphenyl)-9H-carbazole 
• 1806-29-7 2,2'-dihydroxybiphenyl 
• 17763-95-0 2,2'-bis-<<(trifluoromethyl)sulfonyl>oxy>biphenyl 

Downstream Products

• 1162646-49-2 4-(9H-carbazol-9-yl)-4'-(3,5-diphenyl-4H-1,2,4-triazol-4-yl)triphenylamine 
• 1136225-77-8 2-(4-{N-[4-(carbazol-9-yl)phenyl]-N-phenylamino}phenyl)-9,10-diphenylanthracene 
• 1123921-75-4 2-(3-{N-[4-(carbazol-9-yl)phenyl]-N-phenylamino}phenyl)-9,10-diphenylanthracene 
• 18628-07-4 9-(9H-carbazol-3-yl)-9H-carbazole 
• 1246635-28-8 4-(benzo[d]oxazol-2-yl)-4'-(9H-carbazol-9-yl)triphenylamine 
• 1246635-32-4 4-(9H-carbazol-9-yl)-4'-(1-phenyl-1H-benzo[d]imidazol-2-yl)triphenylamine 

Relevant articles and documents

Nitrogen-containing compound, organic electroluminescent device, and electronic device

The invention provides a nitrogen-containing compound, an organic electroluminescent device and an electronic device, and belongs to the technical field of organic materials. The structure of the nitrogen-containing compound is represented by Chemical Formula 1: wherein X1, X2, Y1, Y2 are the same or different from each other and are each independently a single bond, O, S, N(R3), C(R4R5), Ge(R6R7), Si(R8R9), Se, wherein X1 and Y1 are not single bonds simultaneously and X2 and Y2 are not single bonds simultaneously.

PHOSPHINE COMPOUND AND CATALYST FOR COUPLING CONTAINING THE SAME AS LIGAND

PROBLEM TO BE SOLVED: To provide a phosphine ligand providing good yield and selectivity in manufacturing 9-aryl-9H-carbazole using a palladium catalyst. SOLUTION: A palladium catalyst consisting of a palladium compound and a phosphine compound represented by the general formula (1), wherein Ar represents a methyl group, an ethyl group, or a pyrenyl group which may be substituted by a linear or branched alkyl group having 3 to 4 carbon atoms. SELECTED DRAWING: None COPYRIGHT: (C)2019,JPO&INPIT

Palladium-catalyzed Selective Amination of Aryl(haloaryl)amines with 9H-Carbazole Derivatives

Palladium-catalyzed amination of aryl(haloaryl)amines with 9H-carbazole derivatives was investigated. In the amination of (4-bromophenyl)phenylamine with 9H-carbazole by the use of Pd2(dba)3/PtBu3/NaOtBu catalyst, the main product was desired 9-[4-(phenylamino)phenyl]-9H-carbazole in 60% yield with conversion of (4-bromophenyl)phenylamine >99%, and the concomitant formation of 9-[4-[phenyl[4-(phenylamino)phenyl]amino]phenyl]-9H-carbazole (15% yield), which is the consecutive by-product, was observed. When XPhos was used instead of PtBu3, the desired product was provided in 81% yield and the consecutive by-product was suppressed to 7.7%. The yield of the desired product reached 98% by the use of tBu-XPhos. Such excellent yields of the desired product were also obtained with other 2-di-tert-butyl- or 2-di(1-adamantyl)phosphino-1,1’-biaryls. Various 9-(arylamino)aryl-9H-carbazoles could be synthesized from aryl(haloaryl)amines and 9H-carbazole derivatives in high yields by the use of tBu-XPhos. The amination of 4-bromotoluene with a mixture of diphenylamine and 9H-carbazole gave only 9-o-tolyl-9H-carbazole with tBu-XPhos, while the use of PtBu3 or XPhos afforded the mixture of 9-o-tolyl-9H-carbazole and diphenyl(o-tolyl)amine, indicating that Pd2(dba)3/tBu-XPhos/NaOtBu catalyst high selectively favors 9H-carbazole over diphenylamine as an amination substrate. (Figure presented.).