22034-43-1

Basic information

• Product Name: 9-(1-Naphthyl) carbazole
• Synonyms: 9-(1-Naphthyl) carbazole;9-(naphthalen-1-yl)-9H-carbazole;9-(1-naphthalenyl)-9H-Carbazole;9H-Carbazole, 9-(1-naphthalenyl)-
• CAS NO: 22034-43-1
• Molecular Formula: C22H15N
• Molecular Weight: 293.3612
• Mol File: 22034-43-1.mol

Chemical Properties

• Melting Point: 126.0 to 131.0 °C
• Boiling Point: 503.7°C at 760 mmHg
• Flash Point: 258.4°C
• Appearance: /
• Density: 1.15g/cm³
• Vapor Pressure: 2.85E-10mmHg at 25°C
• Refractive Index: 1.669
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 9-(1-Naphthyl) carbazole(CAS DataBase Reference)
• NIST Chemistry Reference: 9-(1-Naphthyl) carbazole(22034-43-1)
• EPA Substance Registry System: 9-(1-Naphthyl) carbazole(22034-43-1)

Safety Data

• Hazardous Substances Data: 22034-43-1(Hazardous Substances Data)

Usage

Uses

9-(Naphthalen-1-yl)-9H-carbazole is a useful research chemical.

InChI:InChI=1/C22H15N/c1-2-10-17-16(8-1)9-7-15-20(17)23-21-13-5-3-11-18(21)19-12-4-6-14-22(19)23/h1-15H

Upstream product

• 90-11-9 1-Bromonaphthalene 
• 86-74-8 9H-carbazole 
• 13029-09-9 2,2'-dibromobiphenyl 
• 134-32-7 1-amino-naphthalene 
• 623-03-0 4-Cyanochlorobenzene 
• 1413355-67-5 Cu₂[P(m-tol)₃]₄(carbazolide)₂ 
• 189999-35-7 [1,1'-biphenyl]-2,2'-iodonium trifluoromethanesulfonate 
• 2113-51-1 2-iodobiphenyl 
• 13029-08-8 2,2'-Dichlorobiphenyl 
• 90-14-2 1-Iodonaphthalene 
• 90-13-1 1-Chloronaphthalene 

Downstream Products

• 934545-83-2 3-bromo-9-(naphthalen-1-yl)-9H-carbazole 

Relevant articles and documents

Light-emitting conjugated molecule containing 1,3,4-oxadiazole, carbazole and naphthalene units

A novel π-conjugated small molecule VNCO, 2,5-bis{3′-[3″-vinyl-9″-(α-naphthyl)carbazolyl]phenyl} -1,3,4-oxadiazole, containing hole-transporting carbazole moieties, electron-injecting 1,3,4-oxadiazole moieties and chromophore naphthalene was designed and synthesized by Wittig reaction of 2,5-bis(3-tolylene-triphenylphosphonium bromide)-1,3,4-oxadiazole and 3-formyl-9-(α-naphthyl)carbazole. The UV-vis absorption, fluorescence excitation and emission spectra have been obtained in solution for VNCO. The photoluminescence (PL) of VNCO were examined in different solvents and the luminescence quantum yield was 0.746 in chloroform. It emitted blue and blue-green light, with the band gap of 3.30 eV estimated from the onset absorption. In addition, the light-emitting can be quenched by both electron donor (N,N-dimethylaniline) and electron acceptor (dimethylterephalate). Furthermore, the molecular interactions of VNCO with fullerene (C60) or carbon nanotubes (CNTs) were also carefully investigated.

Synthesis and characterisation of a carbazole-based bipolar exciplex-forming compound for efficient and color-tunable OLEDs

A new ambipolar fluorophore, 3,6-di(4,4′-dimethoxydiphenylaminyl)-9-(1-naphthyl)carbazole, was synthesized and its physical properties were studied by differential scanning calorimetry, thermogravimetric analysis, UV-vis absorption, luminescence and photo

CARBAZOLE AND ACRIDINE PHOTOREDOX CATALYSTS FOR SMALL MOLECULE AND MACROMOLECULAR TRANSFORMATIONS

The present invention provides photocatalysts, methods for their preparation, and methods for preparing linear polymers with high propagation rate.

METHOD FOR PRODUCING 9-(1-NAPHTHYL)-9H-CARBAZOLE DERIVATIVE

PROBLEM TO BE SOLVED: To provide a method for producing 9-(1-naphthyl)-9H-carbazole derivatives. SOLUTION: The production method includes causing a reaction to occur between a 9H-carbazole derivative and 1-halonaphthalene in the presence of a palladium compound, a biarylphosphine represented by formula (4), and a lithium base. (R3: a C4-10 linear, branched or cyclic alkyl. R4 and R5: H or a benzene ring formed together with bonded C. R6, R7, R8, R9 and R10: H, a C1-3 alkyl or the like). SELECTED DRAWING: None COPYRIGHT: (C)2020,JPOandINPIT

Palladium-Catalysed Amination of Hindered Aryl Halides with 9H-Carbazole

Palladium-catalysed Buchwald–Hartwig amination of ortho-substituted hindered aryl bromides or chlorides with 9H-carbazole has been investigated. In the amination of 1-bromo- or chloronaphthalene with 9H-carbazole, the combined use of Pd2(dba)s

METHOD FOR PRODUCING 9-(2-SUBSTITUTED PHENYL)-9H-CARBAZOLE

PROBLEM TO BE SOLVED: To efficiently produce 9-(2-substituted phenyl)-9H-carbazole. SOLUTION: A 9-(2-substituted phenyl)-9H-carbazole is produced by causing a reaction to occur between a 9H-carbazole derivative and 2-substituted-1-halobenzene in the prese

Visible Light-Mediated Ullmann-Type C-N Coupling Reactions of Carbazole Derivatives and Aryl Iodides

The combined use of an iridium-based photocatalyst and a copper salt under blue light emitting diode irradiation enables the Ullmann-type C-N cross-coupling reaction between carbazole derivatives and aryl iodides to proceed under mild conditions.

A tuned bicyclic proazaphosphatrane for catalytically enhanced n-arylation reactions with aryl chlorides

The N-arylation of various amines with aryl chlorides proceeded in good-to-excellent yields in the presence of P[N{(p-NMe2)C6H4CH2}CH2CH2]3N (1e, a new electron-rich proazaphosphatrane ligand) and small amounts of Pd2(dba)3 (dba = dibenzylideneacetone). This catalytic system was also very effective for the synthesis of carbazoles. An efficient palladium-catalyzed N-arylation reaction of amines under mild conditions with a tuned bicyclic proazaphosphatrane has been developed.

Palladium-catalyzed synthesis of N-arylated carbazoles using anilines and cyclic diaryliodonium salts

The direct synthesis of N-arylated carbazoles through a palladium-catalyzed amination of cyclic iodonium salts with anilines is described. In particular, electron-poor aniline derivatives reacted smoothly with only 5 mol % of Pd(OAc)2 as catalyst to give the desired products in up to 71% yield. Furthermore, the reactivity of cyclic iodonium salts is compared with the reactivity of the corresponding cyclic bromonium analogues.

Photoinduced ullmann C-N coupling: Demonstrating the viability of a radical pathway

Carbon - nitrogen (C-N) bond-forming reactions of amines with aryl halides to generate arylamines (anilines), mediated by a stoichiometric copper reagent at elevated temperature (>180°C), were first described by Ullmann in 1903. In the intervening century, this and related C-N bond-forming processes have emerged as powerful tools for organic synthesis. Here, we report that Ullmann C-N coupling can be photoinduced by using a stoichiometric or a catalytic amount of copper, which enables the reaction to proceed under unusually mild conditions (room temperature or even -40°C). An array of data are consistent with a single-electron transfer mechanism, representing the most substantial experimental support to date for the viability of this pathway for Ullmann C-N couplings.