54117-37-2

Basic information

• Product Name: 9-BENZYL-3-FORMYLCARBAZOLE
• Synonyms: 9-BENZYL-3-FORMYLCARBAZOLE;9-BENZYLCARBAZOLE-3-CARBOXALDEHYDE;9-benzyl-9H-carbazole-3-carbaldehyde;9-(Phenylmethyl)-9H-carbazole-3-carboxaldehyde;9-Benzyl-3-carbazolecarboxaldehyde;9-Benzyl-9H-carbazole-3-carboxaldehyde
• CAS NO: 54117-37-2
• Molecular Formula: C₂₀H₁₅NO
• Molecular Weight: 285.34
• Product Categories: Carbazoles;Carbazoles (for Conduting Polymer Research);Functional Materials;Reagents for Conducting Polymer Research
• Mol File: 54117-37-2.mol
• Article Data: 12

Chemical Properties

• Melting Point: 134 °C
• Boiling Point: 444.9 °C at 760 mmHg
• Flash Point: 222.9 °C
• Appearance: /
• Density: 1.14 g/cm³
• Vapor Pressure: 4.13E-08mmHg at 25°C
• Refractive Index: 1.638
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: soluble in Toluene
• CAS DataBase Reference: 9-BENZYL-3-FORMYLCARBAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 9-BENZYL-3-FORMYLCARBAZOLE(54117-37-2)
• EPA Substance Registry System: 9-BENZYL-3-FORMYLCARBAZOLE(54117-37-2)

Safety Data

• Hazardous Substances Data: 54117-37-2(Hazardous Substances Data)

Usage

General Description

9-Benzyl-3-formylcarbazole is a chemical compound with the molecular formula C25H19N. It belongs to the class of carbazoles, which are aromatic heterocyclic compounds. This chemical is known for its fluorescent properties and is commonly used as a fluorescent dye in various applications such as in the field of organic electronics, optoelectronic devices, and materials science. It is synthesized through the reaction of 9-benzylcarbazole with an appropriate aldehyde in the presence of an acid catalyst. The compound has potential applications in organic light-emitting diodes (OLEDs), photovoltaic devices, and sensors due to its unique electronic and optical properties.

InChI:InChI=1/C20H15NO/c22-14-16-10-11-20-18(12-16)17-8-4-5-9-19(17)21(20)13-15-6-2-1-3-7-15/h1-12,14H,13H2

Upstream product

• 19402-87-0 9-benzyl-9H-carbazole 
• 68-12-2 N,N-dimethyl-formamide 
• 93-61-8 N-methyl-N-phenylformamide 
• 4885-02-3 Dichloromethyl methyl ether 
• 100-39-0 benzyl bromide 
• 86-74-8 9H-carbazole 
• 100-44-7 benzyl chloride 

Relevant articles and documents

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.

Synthesis and biological evaluation of novel carbazole-rhodanine conjugates as topoisomerase II inhibitors

In this study, a series of carbazole-rhodanine conjugates was synthesized and evaluated for their Topoisomerase II inhibition potency as well as cytotoxicity against a panel of four human cancer cell lines. Among these thirteen compounds, 3a, 3b, 3g, and

Novel carbazole skeleton-based photoinitiators for led polymerization and LED projector 3D printing

Radical chemistry is a very convenient way to produce polymer materials. Here an application of a particular photoinduced radical chemistry is illustrated. Seven new carbazole derivatives Cd1–Cd7 are incorporated and proposed as high performance near-UV photoinitiators for both the free radical polymerization (FRP) of (meth)acrylates and the cationic polymerization (CP) of epoxides utilizing Light Emitting Diodes LEDs @405 nm. Excellent polymerization-initiating abilities are found and high final reactive function conversions are obtained. Interestingly, these new derivatives display much better near-UV polymerization-initiating abilities compared to a reference UV absorbing carbazole (CARET 9H-carbazole-9-ethanol) demonstrating that the new substituents have good ability to red shift the absorption of the proposed photoinitiators. All the more strikingly, in combination with iodonium salt, Cd1–Cd7 are likewise preferred as cationic photoinitiators over the notable photoinitiator bis(2,4,6-trimethylbenzoyl)phenylphosphine oxide (BAPO) for mild irradiation conditions featuring their remarkable reactivity. In particular their utilization in the preparation of new cationic resins for LED projector 3D printing is envisioned. A full picture of the included photochemical mechanisms is given.