54978-50-6

Usage

Uses

Used in Research and Development:
4-[(4-Fluorophenyl)carbonyl]benzonitrile is used as a research reagent for organic synthesis and other chemical processes. Its unique structure and properties make it a valuable compound for exploring new reactions and developing novel chemical methodologies.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-[(4-Fluorophenyl)carbonyl]benzonitrile is used as an intermediate in the synthesis of various pharmaceutical compounds. Its structural diversity and reactivity contribute to the development of new drugs with improved therapeutic properties.
Used in Chemical Synthesis:
4-[(4-Fluorophenyl)carbonyl]benzonitrile is employed as a key building block in the synthesis of complex organic molecules. Its carbonyl and fluorophenyl groups can be further modified or functionalized to create a wide range of chemical products, including specialty chemicals, agrochemicals, and advanced materials.
Used in Material Science:
In the field of material science, 4-[(4-Fluorophenyl)carbonyl]benzonitrile is utilized as a precursor for the development of new polymers and materials with specific properties. Its incorporation into polymer backbones can lead to materials with enhanced mechanical, thermal, or electrical characteristics, depending on the desired application.

Upstream product

• 1765-93-1 4-fluoroboronic acid 
• 105-07-7 4-cyanobenzaldehyde 
• 352-34-1 4-fluoro-1-iodobenzene 
• 201230-82-2 carbon monoxide 
• 126747-14-6 4-cyanophenylboronic acid 
• 19956-03-7 2-(4-cyanophenyl)propene 
• 1443-80-7 4-cyanophenyl methyl ketone 
• 462-06-6 fluorobenzene 
• 6068-72-0 4-cyanobenzoyl chlorIde 
• 1301266-96-5 4-fluorophenylvinylboronic acid 
• 1449377-22-3 C₁₃H₁₃BFNO₄ 
• 850567-55-4 2-(1-(4-fluorophenyl)vinyl)-4,4,5,5-tetramethyl-1,3-dioxa-2-borolane 
• 766-98-3 1-ethynyl-4-fluorobenzene 
• 623-00-7 4-bromobenzenecarbonitrile 

Relevant academic research and scientific papers

Suzuki coupling of aroyl-MIDA boronate esters – A preliminary report on scope and limitations

Recent methodological reports for synthesizing acyl-MIDA boronate esters compel an investigation of their potential use as substrates in a standard Suzuki-Miyaura cross-coupling reaction. Here we report the production of benzophenones by C[sbnd]C cross coupling between a benzoyl-MIDA boronate ester and a multitude of aryl bromide substrates in adequate yields following optimization under ambient conditions outside of a glove box. Under these standard conditions, none of several acyl-MIDA boronate esters (in an alkyl series) serves as a competent coupling partner. The substrate scope is also limited by the finding that the corresponding trifluoroborates of both acyl- and aroyltrifluroborates are not suitable substrates. For reasons of availability and synthetic difficulty in procuring other aroyl-MIDA boronates, this preliminary study examines the reactivity of benzoyl-MIDA boronate with several aryl bromide substrates.

Modulation of OLED efficiency: Via a combination of aromatic electrophilic directing and intramolecular charge transfer

Thermally activated delayed fluorescence (TADF) materials utilizing purely organic compounds have become a promising and more eco-friendly alternative to phosphorescent organometallic emitters in organic light-emitting diode (OLED) devices. However, the modulation of luminescence properties for molecules with a high degree of structural complexity remains challenging. Herein, by combining the aromatic electrophilic directing (AED) and intramolecular charge transfer (ICT) effects, two OLED emitters containing an electron donor (triphenylamine, TPA) and acceptor (benzophenone) covalently linked via a carbazole ring were synthesized and compared. The design concomitantly allows for spatial separation of origin/destination orbitals involved in the lowest singlet excited state and increased density of charge carriers in contrast to a non-conjugated linker. More conveniently, we demonstrate that increased acceptor strength by cyano-substitution results in a significant decrease of the singlet-triplet energy gap from 0.23 to 0.09 eV. The latter exhibits a TADF photoluminescence quantum yield of up to 63% with a lifetime of 7.67 μs in the OLED matrix. Notably, the OLED device using the cyano-TADF molecules as the emitting layer possesses an enhanced external quantum efficiency of 15.6%, compared to 10.3% efficiency obtained from the non-substituted version, and small efficiency roll-off, demonstrating the modulation versatility of purely organic molecule-based OLED devices.

Acyl radicals from α-keto acids using a carbonyl photocatalyst: Photoredox-catalyzed synthesis of ketones

Acyl radicals have been generated from α-keto acids using inexpensive and commercially available 2-chloro-thioxanthen-9-one as the photoredox catalyst under visible light illumination. These reactive species added to olefins or coupled with aryl halides via a bipyridylstabilized Ni(II) catalyst, enabling easy access to a diverse range of ketones. This reliable, atom-economical, and eco-friendly protocol is compatible with a wide range of functional groups.

Iodobenzene-catalyzed oxidative cleavage of olefins to carbonyl compounds

A metal-free approach for the oxidative cleavage of carbon–carbon double bonds of olefins to carbonyl compounds was established by using oxidant m-CPBA and non-metallic organocatalyst PhI in toluene/H2O. A broad scope of aromatic olefins was used. All the reactions proceeded smoothly at 35 °C in short reaction time to furnish the respective mono- and double carbonyl compounds selectively in moderate to good yields.

Transition metal-free Suzuki type cross-coupling reaction for the synthesis of dissymmetric ketones

A simple, efficient and metal-free route for the synthesis of dissymmetric ketones through Suzuki type cross-coupling reaction has been established. This strategy signifies an attractive, cost-effective and operationally convenient tool for the synthesis of a wide range of dissymmetric ketones. Although conventional routes for the synthesis of ketones have been widely used, the potential challenge with these methods is functional group tolerance. The reported metal-free method represents a reaction with moderate functional group tolerance. The procedure is operationally convenient and shows broad substrate scope with good to excellent product yields.

Iron-catalyzed carbonylative Suzuki reactions under atmospheric pressure of carbon monoxide

The first highly effective iron-catalyzed carbonylative Suzuki reaction has been developed. Substrates with electron-donating or electron-withdrawing functionality, ortho-substitution, as well as active groups proceeded smoothly, affording desired products in high yields. This protocol is economical, environmentally benign and practical for the synthesis of biaryl ketones. This journal is the Partner Organisations 2014.

Synthesis of biarylketones and phthalides from organoboronic acids and aldehydes catalyzed by cobalt complexes

A cobalt-catalyzed addition of aryl- and alkenylboronic acids to aldehydes and phthalaldehyde to give the corresponding biarylketones and 3-aryl phthalides in good to excellent yields in one pot is described.

Preparation process of fluorine substituted aromatic compound

A preparation process of a fluorine substituted aromatic compound comprising reacting an alkali metal or alkali earth metal salt of an aromatic compound having a hydroxy group with an organic fluorinating agent is disclosed. As a representative fluorinating agent, a bis-dialkylamino-difluoromethane compound, for example, 2,2′-difluoro-1,3-dimethylimidazolidine, is exemplified. According to the process, an industrially useful fluorinated aromatic compound, for example, a fluorobenzene, a fluorine substituted benzophenone, a fluorine substituted diarylsulfone can be prepared with ease in economy without specific equipment.