142116-85-6

Basic information

• Product Name: 1-(4-(9H-carbazol-9-yl)phenyl)ethanone
• Synonyms: 1-(4-(9H-carbazol-9-yl)phenyl)ethanone
• CAS NO: 142116-85-6
• Molecular Formula: C₂₀H₁₅NO
• Molecular Weight: 285.3392
• Mol File: 142116-85-6.mol

Chemical Properties

• Boiling Point: 417.3±37.0 °C(Predicted)
• Appearance: /
• Density: 1.15±0.1 g/cm3(Predicted)
• CAS DataBase Reference: 1-(4-(9H-carbazol-9-yl)phenyl)ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-(9H-carbazol-9-yl)phenyl)ethanone(142116-85-6)
• EPA Substance Registry System: 1-(4-(9H-carbazol-9-yl)phenyl)ethanone(142116-85-6)

Safety Data

• Hazardous Substances Data: 142116-85-6(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
1-(4-(9H-carbazol-9-yl)phenyl)ethanone is used as a building block for the synthesis of organic molecules, leveraging its unique structure to create a variety of complex organic compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 1-(4-(9H-carbazol-9-yl)phenyl)ethanone serves as a precursor in the production of pharmaceutical drugs, potentially contributing to the development of new medications with improved efficacy and reduced side effects.
Used in Materials Science:
1-(4-(9H-carbazol-9-yl)phenyl)ethanone is also utilized as a component in the development of new materials with specific electronic or optical properties, taking advantage of its unique chemical structure to engineer advanced materials for various applications.
Further research and exploration of 1-(4-(9H-carbazol-9-yl)phenyl)ethanone's chemical reactivity and potential applications are necessary to fully comprehend its capabilities and uses across different industries.

Upstream product

• 108-86-1 bromobenzene 
• 99-90-1 para-bromoacetophenone 
• 86-74-8 9H-carbazole 
• 2113-51-1 2-iodobiphenyl 
• 99-92-3 p-aminobenzophenone 
• 13029-09-9 2,2'-dibromobiphenyl 
• 2052-07-5 2-Bromobiphenyl 
• 4688-76-0 2-Biphenylboronic acid 
• 20062-24-2 4-azidoacetophenone 
• 13329-40-3 4-Iodoacetophenone 
• 403-42-9 1-(4-fluorophenyl)ethanone 

Downstream Products

• 939809-91-3 1-{4-[3,6-bis-(2-methyl-benzoyl)-carbazol-9-yl]-phenyl}-ethanone 
• 1301749-67-6 2,8-bis(4-(9H-carbazol-9-yl)phenyl)-4,6-diphenyl-1,9-anthrazoline 
• 1081982-97-9 1-[9-(4-acetylphenyl)-6-(4-fluorobenzoyl)-carbazol-3-yl]-4-chlorobutan-1-one 

Relevant articles and documents

Bright orange and red light-emitting diodes of new visible light excitable tetrakis-Ln-β-diketonate (Ln = Sm3+, Eu3+) complexes

The syntheses and luminescent properties of two new visible light excitable lanthanide complexes (NBu4[LnL4]) [L = 1-(4-(9H-carbazol-9-yl)phenyl)-4,4,4-trifluorobutane-1,3-dione; (Ln = Sm3+, Eu3+)] are described

Multicolored fluorescence variation of a new carbazole-based AIEE molecule by external stimuli

In this article, we design and synthesize a new carbazole-based molecule, Cz2CN, with a twisted D-A structure, using the carbazole group as the donor and a dicyanoethylene fragment as the acceptor. Such a twisted D-A structure endows Cz2CN with two charac

Catalytic Annulation of Alkynyl 1,2-Diketone Leading to Hydroxy Spirocyclopenteneindenedione: An Organic Dye with Strong Crystallization-Induced Emission and Data Storage Application

An unprecedented cascade annulation between alkynyl 1,2-diketones and indene-1,3-diones is achieved for the first time, leading to a series of propeller-like large conjugated compounds in ≤99% yield. The products show strong crystallization-induced emissi

J-Type Heteroexciton Coupling Effect on an Asymmetric Donor-Acceptor-Donor-Type Fluorophore

The novel donor-acceptor-donor (D-A-D)-type fluorophore with an asymmetric structure is reported. The twisted-induced charge transfer (TICT) luminescence was observed. The degree of charge transfer and radiative rate constant in the luminescence increased simultaneously with increase in orientational polarizability of solvents. In contrast to the numerous CT fluorophore researches, this behavior has never been previously observed. This characteristic behavior reveals the existence of an effective exciton coupling between the CT states in the donor-acceptor-donor-type fluorophore for the first time.

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.

Palladium-catalyzed C-H bond activation for the assembly of: N -aryl carbazoles with aromatic amines as nitrogen sources

A convenient and efficient palladium-catalyzed C-H bond activation for the assembly of N-aryl carbazole is reported, in which two C-N bonds were formed under one set of conditions. The desired carbazoles were achieved in decent yields with a wide substrate scope by utilizing readily available 2-iodo biphenyls and aromatic amines as starting materials.

Scope, Kinetics, and Mechanism of “On Water” Cu Catalysis in the C–N Cross-Coupling Reactions of Indole Derivatives

A simple and cost-effective protocol for the C–N cross coupling of indole derivatives with aryl iodides using CuI/phenanthroline catalytic system in aqueous and DME/H2O solvent mixture is described. The reactions were performed in the absence of phase-transfer catalyst, and afforded N-arylated products in moderate to excellent yields under mild reaction conditions. A systematic tuning of reaction conditions using DME as a co-solvent enables to improve product yields of N-arylation reactions. The broad substrate scope, easy performance, and low loading of catalyst as well as ligand render this approach appropriate for large scale processes. The mechanism of “on water” Cu-catalyzed N-arylation reaction is investigated using kinetic and computational studies, which reveal interesting mechanistic aspects of the reaction. A series of kinetic experiments showed significant rate enhancement for “on water” Cu-catalyzed N-arylation over the reaction performed in the organic solvent (DME). Computational studies corroborated “on water” rate acceleration by delineating the role of water in the reaction. The water induces rate acceleration by stabilizing the transition state of oxidative addition through hydrogen bonding interactions, presumably at the oil-water interface, and thus helps to reduce the free energy of activation of oxidative addition of iodobenzene to the Cu complex, which is identified as the rate-limiting step of reaction.

Hypercrosslinked porous polycarbazoles from carbazolyl-bearing aldehydes or ketones

Hypercrosslinked polymers have drawn increasing interest due to their porous structure, large specific surface area, and excellent chemical and thermal stability. Using the carbonyl bearing carbazole monomers Cz-22～27, a series of hypercrosslinked porous polycarbazoles CPOP-22～27 have been synthesized through oxidative coupling polymerization and Friedel–Crafts reaction in one-step promoted by FeCl3. The Brunauer–Emmett–Teller specific surface areas of CPOP-22～27 are between 440 and 760 m2 g?1. Their dominant pore sizes vary from 0.99 to 1.06 nm, which indicating that the polymers are predominantly microporous. This work provides a new method to synthesis of hypercrosslinked porous polycarbazoles from carbonyl functionalized carbazoles. It is also found that parts of aldehyde groups can not react through the Friedel–Crafts alkylation when increasing the number of carbazole groups. The residual aldehyde groups in the polymer can even react with Tollens’ reagent solution to form Ag nanoparticles composite.

Rh(III)-Catalyzed C-H Activation of Boronic Acid with Aryl Azide

A Rh(III)-catalyzed C-H activation of boronic acid with aryl azide to obtain unsymmetric carbazoles, 1H-indoles, or indolines has been developed. The reaction constructs dual distinct C-N bonds via sp2/sp3 C-H activation and rhodium nitrene insertion. Synthetically, this approach represents an access to widely used carbazole derivatives. The practical application to CBP and unsymmetric TCTA derivatives has also been performed. Mechanistic experiments and DFT calculations demonstrate that a five-membered rhodacycle species is the key intermediate.

Nitrogen-containing aromatic heterocyclic derivative, an organic electroluminescent element material, an organic electroluminescent element

PROBLEM TO BE SOLVED: To provide a nitrogen-containing aromatic heterocyclic derivative capable of achieving an organic EL element exhibiting high luminous efficiency at a low driving voltage.SOLUTION: There is provided a nitrogen-containing aromatic heterocyclic derivative represented by the following formula (1-1) or the like. (In the formula, any one of Cto Cis a nitrogen atom, and any one of Bto Bis a nitrogen atom, provided that Band C, Band C, Band C, and Band Care not simultaneously a nitrogen atom; among Cto Cand Bto B, 1 to 6 atoms which are not nitrogen atoms are carbon atoms bonded to *1; n is 1 to 6; and when n is 2 or more, each group may be same or different.)