19402-87-0

Basic information

• Product Name: 9-Benzylcarbazole
• Synonyms: 9-Benzylcarbazole;N-benzylcarbazole;9H-Carbazole,9-(phenylmethyl)-;9-(phenylmethyl)-9H-Carbazole;9-Benzylcarbazole 9-Benzylcarbazole
• CAS NO: 19402-87-0
• Molecular Formula: C₁₉H₁₅N
• Molecular Weight: 257.33
• Mol File: 19402-87-0.mol
• Article Data: 75

Chemical Properties

• Melting Point: 122-123℃
• Boiling Point: 268°C/24mmHg(lit.)
• Flash Point: 229.3°C
• Appearance: /
• Density: 0.9329 (rough estimate)
• Vapor Pressure: 1.75E-08mmHg at 25°C
• Refractive Index: 1.7380 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 9-Benzylcarbazole(CAS DataBase Reference)
• NIST Chemistry Reference: 9-Benzylcarbazole(19402-87-0)
• EPA Substance Registry System: 9-Benzylcarbazole(19402-87-0)

Safety Data

• Hazardous Substances Data: 19402-87-0(Hazardous Substances Data)

Usage

General Description

9-Benzylcarbazole is a chemical compound with the molecular formula C20H17N. It is a polycyclic aromatic hydrocarbon that consists of a carbazole core with a benzyl group attached at the 9-position. 9-Benzylcarbazole is commonly used as a monomer in the synthesis of organic semiconductor materials for use in electronic devices such as organic light-emitting diodes (OLEDs) and organic photovoltaic cells. It exhibits good thermal stability and high electron mobility, making it a desirable material for use in these applications. In addition to its electronic properties, 9-Benzylcarbazole has also shown potential for use in the field of medicinal chemistry, with studies indicating its possible anti-cancer and anti-inflammatory properties.

InChI:InChI=1/C19H15N/c1-2-8-15(9-3-1)14-20-18-12-6-4-10-16(18)17-11-5-7-13-19(17)20/h1-13H,14H2

Upstream product

• 86-74-8 9H-carbazole 
• 7579-36-4 dibenzyl oxalate 
• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 
• 124337-34-4 9-benzotriazole-1-ylmethyl-9H-carbazole 
• 621-84-1 O-benzyl carbamate 
• 17763-95-0 2,2'-bis-<<(trifluoromethyl)sulfonyl>oxy>biphenyl 
• 13029-09-9 2,2'-dibromobiphenyl 
• 100-46-9 benzylamine 
• 1073968-42-9 C₁₉H₁₆⁽²⁾HN 
• 52648-48-3 N-(phenylmethyl)-(1,1'-biphenyl)-2-amine 
• 98-88-4 benzoyl chloride 
• 100-63-0 phenylhydrazine 
• 33675-70-6 N-phenylacetyldiphenylamine 

Downstream Products

• 134414-85-0 9-((E)-1,2-Diphenyl-vinyl)-9H-carbazole 
• 54117-37-2 9-benzyl-9H-carbazole-3-carbaldehyde 
• 94127-10-3 9-benzyl-3-nitro-9H-carbazole 
• 86-74-8 9H-carbazole 
• 19264-68-7 9-benzoyl-9H-carbazole 
• 1914-12-1 bis-(9H-carbazol-9-yl) 
• 96853-15-5 9-benzyl-3,6-diiodo-9H-carbazole 
• 229-87-8 phenanthridine 
• 85-01-8 phenanthrene 
• 200698-05-1 9-benzyl-3,6-dicarbaldehyde-9H-carbazole 
• 1215475-33-4 9-benzyl-3,6-bis-(1-ethylferrocenyl)-9H-carbazole 
• 259686-23-2 9-benzyl-3,6-di-tert-octylcarbazole 
• 259686-28-7 4-(3,6-di-tert-octylcarbazol-9-yl)-1-iodobenzene 
• 1310727-44-6 1-(3,6-di-tert-octylcarbazol-9-yl)-4-trimethylsilylethynylbenzene 

Relevant articles and documents

Accelerative effects of carbazole-type alkaloids from Murraya koenigii on neurite outgrowth and their derivative’s in vivo study for spatial memory

Murraya koenigii is a medicinal plant that contains several carbazole-type alkaloids as its characteristic constituents. Blood–brain barrier permeable constituents of M. koenigii accelerated neurite outgrowth in PC-12 cells. Nine compounds were isolated f

Thermally activated delayed fluorescence in 1,3,4-oxadiazoles with π-extended donors

Here, we describe the synthesis of five 1,3,4-oxadiazole-based donor-acceptor materials, using dendritic carbazole-based donors 9′H-9,3′:6′9″-tercarbazole (terCBz) and N3,N3,N6,N6-tetra-p-tolyl-9H-carbazole-3,6-diamine (TTAC). Due to the strongly donating and highly twisted nature of the TTAC donor as well as the spatially separated hole-particle wavefunctions, three of the five compounds exhibited thermally activated delayed fluorescence (TADF) in spite of a relatively large ΔEST measured through phosphorimetry (0.33-0.37 eV). These materials demonstrated photoluminescence quantum yields as high as 0.89 in toluene, with emission maxima ranging from 474 to 495 nm in the solid state. Additionally, two materials containing only terCBZ donor(s) exhibited deep blue fluorescence, with Commission Internationale de l'éclairage coordinates of (0.16, 0.05); the weaker nature of the terCBz donor results in a prohibitively large ΔEST (0.68-0.77 eV). A gap-tuned range-separated hybrid functional (ωB97XD*) was used to rigorously calculate triplet energies, while a systematic analysis of electronic structures and photophysical properties provided further insight into the properties of these materials. These findings ultimately contribute a synthetically facile approach toward highly emissive TADF emitters using a 1,3,4-oxadiazole motif.

Design, synthesis and evaluation of carbazole derivatives as potential antimicrobial agents

Five series of novel carbazole derivatives containing an aminoguanidine, dihydrotriazine, thiosemicarbazide, semicarbazide or isonicotinic moiety were designed, synthesised and evaluated for their antimicrobial activities. Most of the compounds exhibited potent inhibitory activities towards different bacterial strains (including one multidrug-resistant clinical isolate) and one fungal strain with minimum inhibitory concentrations (MICs) between 0.5 and 16 μg/ml. Compounds 8f and 9d showed the most potent inhibitory activities (MICs of 0.5–2 μg/ml). Furthermore, compounds 8b, 8d, 8f, 8k, 9b and 9e with antimicrobial activities were not cytotoxic to human gastric cancer cell lines (SGC-7901 and AGS) or a normal human liver cell line (L-02). Structure–activity relationship analyses and docking studies implicated the dihydrotriazine group in increasing the antimicrobial potency and reducing the toxicity of the carbazole compounds. In vitro enzyme activity assays suggested that compound 8f binding to dihydrofolate reductase might account for the antimicrobial effect.

Organic fluorescent dendrimer thin film material and preparation method thereof

The invention discloses an organic fluorescent dendritic molecular film material and a preparation method thereof, and relates to the technical field of fluorescence sensing. A dendritic molecular main chain skeleton is formed by a central core unit A and

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.