19264-73-4

Usage

Uses

Used in Electronics Industry:
9-(p-Tolyl)carbazole is used as a key material in the production of organic light-emitting diodes (OLEDs) for its photoluminescence and electroluminescence properties. These properties allow for the creation of highly efficient and vibrant displays and lighting systems.
Used in Chemical Synthesis:
As an aromatic compound, 9-(p-Tolyl)carbazole is used as a building block or intermediate in the synthesis of various complex organic molecules, particularly in the fields of pharmaceuticals and materials science. Its stability and solubility in organic solvents make it a versatile component in chemical reactions.
Used in Research and Development:
9-(p-Tolyl)carbazole serves as a model compound for studying the effects of substituents on the electronic properties of aromatic systems. It is used in academic and industrial research to understand the fundamental principles of molecular design and to develop new materials with tailored properties.

InChI:InChI=1/C19H15N/c1-14-10-12-15(13-11-14)20-18-8-4-2-6-16(18)17-7-3-5-9-19(17)20/h2-13H,1H3

Upstream product

• 624-31-7 4-tolyl iodide 
• 86-74-8 9H-carbazole 
• 106-38-7 para-bromotoluene 
• 12775-96-1 copper 
• 95-50-1 1,2-dichloro-benzene 
• 106-43-4 para-chlorotoluene 
• 13029-09-9 2,2'-dibromobiphenyl 
• 106-49-0 p-toluidine 
• 13029-08-8 2,2'-Dichlorobiphenyl 
• 2236-52-4 2,2'-diiodobiphenyl 
• 189999-35-7 [1,1'-biphenyl]-2,2'-iodonium trifluoromethanesulfonate 
• 2113-51-1 2-iodobiphenyl 
• 98-80-6 phenylboronic acid 
• 609-73-4 o-nitroiodobenzene 

Downstream Products

• 357437-74-2 3,6-dibromo-9-(p-methylphenyl)-9H-carbazole 
• 1033753-02-4 3,6-dibromo-9-(4-vinyl-phenyl)-9H-carbazole 
• 723343-50-8 3,6-bis-(4-tert-butyl-phenyl)-9-(4-vinyl-phenyl)-9H-carbazole 
• 566143-95-1 9-(4-methyl-phenyl)-3,6-diiodocarbazole 
• 845659-67-8 9-(4-(bromomethyl)phenyl)-9H-carbazole 
• 566143-94-0 N-(4-tolyl)-3,6-bis(carbazol-9-yl)-carbazole 
• 1394038-61-9 3,6-di-tert-butyl-9-(p-tolyl)-9H-carbazole 
• 731016-44-7 3,6-bromo-9-(p-tolyl)-1,2,3,4,4a,9a-hexahydrocarbazole 
• 731016-45-8 N-p-tolyl-3-carbazoleboronic acid 
• 1385028-97-6 C₄₃H₃₁N₃ 
• 1345614-94-9 4,6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9-(p-tolyl)-1,2,3,4,4a,9a-hexahydrocarbazole 

Relevant academic research and scientific papers

Experimental and DFT studies on the vibrational and electronic spectra of 9-p-tolyl-9H-carbazole-3-carbaldehyde

The compound 9-p-tolyl-9H-carbazole-3-carbaldehyde (HCCD) was synthesized and characterized by X-ray diffraction, FT-IR, FT-Raman and UV-Vis spectra. The X-ray diffraction study showed that HCCD has a Z-configuration. The benzene ring including methyl is twisted from the mean plane of the carbazole group by 59.7(3)°, which is comparable with the calculated result 65° for B3LYP/6-311++G(d, p) method. Vibrational spectra and electronic spectra measurements were made for the compound. Optimized geometrical structure and harmonic vibrational frequencies were computed with B-based DFT (BLYP, B3LYP and cam-B3LYP) methods, and WB-based DFT (WB97, WB97X and WB97XD) methods and ab initio RHF method using 6-311++G(d, p) basis set. Assignments of the observed spectra were proposed. The equilibrium geometries computed by all of the methods were compared with X-ray diffraction results. The absorption spectra of the title compound were computed both in gas phase and in DMF solution using TD-(cam)B3LYP/6-311++G(d, p) and PCM-(cam)B3LYP/6-311++G(d, p) approaches, respectively. The calculated results provide good descriptions of the bands maxima in the observed electronic spectrum. Temperature dependence of thermodynamic parameters in the range of 100-1000 K was determined. The natural atomic hybrids were calculated and discussed.

Synthesis, optical, and antioxidant studies of anthraquinone-core-based dendrimers with N-phenylcarbazole as surface group

Synthesis of hyperbranched dendrimers up to third generation with N-phenylcarbazole as surface group and anthraquinone as the core unit has been achieved. The fluorescence decay studies of the dendrimers indicate that generation growth alters the relaxati

Experimental and DFT studies on the vibrational and electronic spectra and NBO analysis of 2-amino-3-((E)-(9-p-tolyl-9H-carbazol-3-yl) methyleneamino) maleonitrile

2-Amino-3-((E)-(9-p-tolyl-9H-carbazol-3-yl) methyleneamino) maleonitrile (ACMM) was synthesized and characterized by X-ray diffraction, FT-IR, FT-Raman and UV-Vis spectra. The X-ray diffraction study showed that ACMM has a Z-configuration, due to the intramolecular C18H18Aa?N2, N3H3Aa?N2 and C20H20Aa?N4 hydrogen bonds and intermolecular C10H10Aa?N4, N3H3Ba?N9 (2 - x, 2 - y, 2 - z) and N3H8Ca?N4 (2 - x, 1 - y, 2 - z) hydrogen bonds. The benzene ring including methyl is twisted from the mean plane of the carbazole group by 59.7(3). Vibrational spectra and electronic spectra measurements were made for the compound. Optimized geometrical structure and harmonic vibrational frequencies were computed with DFT (B3-based B3P86, B3LYP, B3PW91 and B-based BP86, BLYP, BPW91) methods and ab initio RHF method using 6-311++G(d, p) basis set. Assignments of the observed spectra were proposed. The equilibrium geometries computed by all of the methods were compared with X-ray diffraction results. The absorption spectra of the title compound were computed both in gas phase and in DMF solution using TD-B3LYP/6-311++G(d, p) and PCM-B3LYP/6- 311++G(d, p) approaches, respectively. The calculated results provide a good description of positions of the bands maxima in the observed electronic spectrum. Temperature dependence of thermodynamic parameters in the range of 100-1000 K were determined. The bond orbital occupancies, contribution from parent natural bond orbital (NBO), the natural atomic hybrids was calculated and discussed.

A photophysical and spectroelectrochemical study on N-phenyl-carbazoles and their oxidized species

A series of N-phenyl-carbazole derivatives namely TCz (N-tolyl-carbazol), TCz-TCz (a 3,3′-linked dimer), and CzPh-CH2-PhCz (a methylene-bridged N-phenyl-carbazole), have been synthesized and studied by means of absorption and fluorescence spect

Functionalised carbazole as a cathode for high voltage non-aqueous organic redox flow batteries

Prospective high reduction potential cathode materials have been proposed that can be used in non-aqueous redox flow battery applications. A new class of material, 3,6-dibromo-9-(p-tolyl)-9H-carbazole(3)incorporating a carbazole core, showing a very good reversibility is employed as the cathode material and dissolved oxygen in the solvent mixture is used as the anolyte material. Labile positions of the carbazole have been substituted with electron withdrawing groups, which increases the reduction potential of the redox couple. Apart from substituting the labile positions, we have also explored the possible structural modification responsible for stabilizing the cation radical of the carbazole moiety and obtained the reversible behavior thereafter. From this, it is evident that a free radical is stabilized upon delocalization of the charge in the molecule. The mass-transport and redox parameters, diffusion coefficient and heterogeneous electron transfer rate coefficient values are high enough to realize good battery performance. A solvent mixture of acetonitrile and dichloromethane (4?:?1) has been used in this work in order to increase the solubility of electroactive materials in the medium.

Synthesis and characterization of blue-light-emitting alternating copolymers of 9,9-dihexylfluorene and 9-arylcarbazole

Several soluble and well-defined copolymers of 9,9-dihexyl-2,7-fluorene and 9-aryl-3,6-carbazole (aryl = phenyl, p-methylphenyl, p-methoxyphenyl) were prepared in good yields by Suzuki-type coupling polymerization of fluorene-diboronic ester with some 9-a

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

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.

The remarkable selectivity of the 2-arylquinoline-based acyl hydrazones toward copper salts: Exploration of their catalytic applications in the copper catalysed: N -arylation of indole derivatives and C1-alkynylation of tetrahydroisoquinolines via the A

Ligands promoting copper-catalysed coupling reactions have received increasing attention because of their ability to enhance the catalytic activity of copper, making these reactions applicable in different fields such as drugs, pharmaceutically interestin

Transition-metal free synthesis of: N -aryl carbazoles and their extended analogs

Herein, we describe a facile synthesis of N-arylated carbazoles via ladderization of fluorinated oligophenylenes. The reaction consists of two subsequent nucleophilic substitutions triggered by an electronic transfer from dimsyl anions. The reaction allows the effective one-pot formation of at least six C-N bonds with pronounced selectivity to the C-F bond placement.