16982-76-6

Basic information

• Product Name: 9-(4-NITROPHENYL)-9H-CARBAZOLE
• Synonyms: 9-(4-NITROPHENYL)-9H-CARBAZOLE;9H-CARBAZOLE, 9-(4-NITROPHENYL)-
• CAS NO: 16982-76-6
• Molecular Formula: C₁₈H₁₂N₂O₂
• Molecular Weight: 288.3
• Mol File: 16982-76-6.mol
• Article Data: 56

Chemical Properties

• Boiling Point: 420.2°C at 760 mmHg
• Flash Point: 207.9°C
• Appearance: /
• Density: 1.28g/cm³
• Vapor Pressure: 2.87E-07mmHg at 25°C
• Refractive Index: 1.681
• CAS DataBase Reference: 9-(4-NITROPHENYL)-9H-CARBAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 9-(4-NITROPHENYL)-9H-CARBAZOLE(16982-76-6)
• EPA Substance Registry System: 9-(4-NITROPHENYL)-9H-CARBAZOLE(16982-76-6)

Safety Data

• Hazardous Substances Data: 16982-76-6(Hazardous Substances Data)

Usage

General Description

9-(4-Nitrophenyl)-9H-carbazole is a chemical compound with the formula C20H13NO2. It is a derivative of carbazole, which is a tricyclic aromatic hydrocarbon. The presence of a nitro group on the phenyl ring makes this compound an important intermediate for the synthesis of various organic compounds and materials. It is used in the manufacture of dyes, pigments, and pharmaceuticals. Additionally, 9-(4-Nitrophenyl)-9H-carbazole has been studied for its potential applications in organic electronic devices such as organic light-emitting diodes (OLEDs) and organic photovoltaic cells (OPVs) due to its semiconducting properties. Overall, this chemical compound has diverse industrial and research applications.

InChI:InChI=1/C18H12N2O2/c21-20(22)14-11-9-13(10-12-14)19-17-7-3-1-5-15(17)16-6-2-4-8-18(16)19/h1-12H

Upstream product

• 586-78-7 para-nitrophenyl bromide 
• 74367-40-1 N-(trimethylsilyl)-9H-carbazole 
• 100-01-6 4-nitro-aniline 
• 696-59-3 cis,trans-2,5-dimethoxytetrahydrofuran 
• 4533-42-0 N-(4-nitrophenyl)pyrrole 
• 86-74-8 9H-carbazole 
• 350-46-9 4-Fluoronitrobenzene 
• 13029-09-9 2,2'-dibromobiphenyl 
• 108-86-1 bromobenzene 
• 98-95-3 nitrobenzene 
• 636-98-6 p-nitrobenzene iodide 
• 23560-25-0 carbazole nitranion 
• 100-00-5 4-chlorobenzonitrile 

Downstream Products

• 212385-56-3 4-(9H-carbazol-9-yl)-N,N-diphenylaniline 
• 1150-62-5 N-phenylcarbazole 
• 6299-16-7 9-([1,1’-biphenyl]-4-yl)-9H-carbazole 

Relevant articles and documents

Electrochemically fabricated electrochromic films from 4-(: N -carbazolyl)triphenylamine and its dimethoxy derivative

A carbazolyl-substituted triphenylamine derivative, 4-(N-carbazolyl)triphenylamine (TPACz), was synthesized and used to build a fluorescent and electrochromic polymeric film (PTPACz) on the ITO-glass surface by electrochemical oxidative coupling reactions

Facile fabrication of redox-active and electrochromic poly(amide-amine) films through electrochemical oxidative coupling of arylamino groups

Two novel electropolymerizable monomers, namely 3,5-bis(4-diphenylaminobenzamido)-N-[4-(carbazol-9-yl)phenyl]benzamide (5) and 3,5-bis(4-diphenylaminobenzamido)-N-[4-(3,6-dimethoxycarbazol-9-yl)phenyl]benzamide (5-MeO), were synthesized, and their electro

Preparation of various morphological films at nanoscale by phase separation method

A film consisting of nanopore and nanopillar structures was produced from a binary immiscible polymer solution of poly(amic acid) (PAA) and polyimide (PI), which can be used as a potential light extraction layer or flexible substrate in organic light-emit

Volatile static random access memory behavior of an aromatic polyimide bearing carbazole-tethered triphenylamine moieties

A functional polyimide (6F/CzTPA PI), 4,4′-(hexafluoroisopropylidene) diphthalic anhydride (6FDA)/4,4′-diamino-4″-N- carbazolyltriphenylamine (DACzTPA), was synthesized in our present work for electrical resistive memory device applications. Semiconductor

Protonation-induced dual fluorescence of a blue fluorescent material with twisted A-π-D-π-A configuration

In this work, we introduced a blue fluorescent material with twisted A-π-D-π-A configuration, namely CzPA-F-PD. This compound exhibits remarkable dual fluorescence properties triggered by trifluoroacetic acid (TFA), resulting in blue and red emission peak

Bipolar material with spiro-fluorenyl terminals: Synthesis, characterization and application for enhancement of electrophosphorescence

We have designed a novel bipolar material (FTzCz) consisting of spiro-fluorenyl terminals and a bipolar core to enhance emission efficiency of phosphorescent light-emitting diodes based on a conventional poly(9-vinylcarbazole) host and Ir(ppy)3

Selective, efficient and functional group-tolerant CuOAc-mediated N-arylation of 1H-indoles and 9H-carbazole with aryl iodides under base-free and ligandless conditions

CuOAc-Mediated N-arylation of 1H-indole derivatives and 1H-carbazole with aryl iodides under base-free and ligandless conditions provides the required N-arylazoles with complete N-selectivity and in moderate to good yields. The experimental conditions for

Green and red electrophosphorescent devices consisting of cabazole/triarylamine-based polymers doped with iridium complexes

Two types of polymers were synthesized such as poly[N-(2-ethylhexyl) carbazole-alt-N-(4-aminophenyl)carbazole] (PECAC) and poly[N-(2-ethylhexyloxy- phenyl) carbazole-alt-N-(4-aminophenyl)carbazole] (PEPCAC). These polymers are designed to have carbazole g

Dynamic Diels-Alder reactions of maleimide-furan amphiphiles and their fluorescence ON/OFF behaviours

The occurrence of dynamic covalent reactions only requires relatively low activation energy, which allows both the forward and reverse reactions to proceed under mild conditions. Here, we report the design and synthesis of amphiphilic maleimide-furan adducts, where hydrophobic maleimide-based and hydrophilic furan-based moieties were connected by reversible dynamic covalent bonds. The Diels-Alder addition reactions of maleimide-furan adducts are simple, efficient, clean, and reversible without catalysts and side reactions, and occur under mild conditions. Single crystal X-ray diffraction revealed that the length of the dynamic covalent bonds is 1.56 ?, which is longer and weaker than for normal covalent bonds. The cleavage and reformation process of the dynamic covalent bonds was monitored by 1H NMR and fluorescence spectroscopy. 1H NMR spectroscopy revealed that the furan moieties of these new maleimide-furan amphiphiles can be exchanged in mixing systems due to dynamic Diels-Alder reactions; thus, two new maleimide-furan compounds can be transformed into each other. The maleimide-furan amphiphiles displayed reversible fluorescence ON/OFF behaviours and interesting H-bonding driven supramolecular assembly.

Metal-organic frameworks derived CuONPs@C nanocatalysts for synthesizing optoelectronic triarylamine molecules

Carbon encapsulated copper oxide nanoparticles (CuONPs@C) fabricated using copper metal organic frameworks (Cu-MOFs) used as reusable nanocatalysts in Ullmann C[sbnd]N coupling reactions for synthesizing optoelectronic triphenylamine (TPA) and carbazole (CBZ) derivatives. The formation of CuONPs in carbon matrix was confirmed by powder X-ray diffraction (PXRD), X-ray photoelectron spectroscopy (XPS) and high-resolution transmission electron microscopy (HR-TEM). The catalytic activity of CuONPs@C was performed with diphenylamine/carbazole with substituted aryl halides in presence of mild K2CO3 base that produced triarylamines with 63–83% yields. Carbazole triarylamines exhibited strong solid state fluorescence (Φf = 14.54–36.32%) with λmax between 370 and 420 nm.

Novel triphenylamine polyamides bearing carbazole and aniline substituents for multi-colored electrochromic applications

A novel carbazolyl-derived diamine containing triphenylamine, 4,4′-bis[(4-aminophenyl)amino]-4″-carbazolyltriphenylamine (VI), was prepared via the reduction of 4,4′-bis[(4-nitrophenyl)amino]-4″-carbazolyltriphenylamine. A series of novel polyamides (PAs,