34239-04-8

Usage

Uses

Used in Organic Synthesis:
1-BENZYL-4-TRIFLUOROMETHYLBENZENE is used as a key intermediate in organic synthesis for the production of a variety of aromatic chemicals. Its structural features make it a versatile component in the creation of complex organic molecules.
Used in Pharmaceutical Research and Development:
In the pharmaceutical industry, 1-BENZYL-4-TRIFLUOROMETHYLBENZENE is utilized as a building block for the synthesis of pharmaceutical compounds. Its unique properties allow it to contribute to the development of new drugs with potential therapeutic applications.
Used in Medicinal Chemistry:
1-BENZYL-4-TRIFLUOROMETHYLBENZENE is employed in medicinal chemistry for its potential to be incorporated into novel drug molecules. Its distinct chemical structure offers opportunities for the design of innovative pharmaceutical agents with improved efficacy and selectivity.
Used in the Production of Aromatic Chemicals:
1-BENZYL-4-TRIFLUOROMETHYLBENZENE is also used in the manufacturing process of various aromatic chemicals, leveraging its aromatic nature to contribute to the scent, flavor, or other chemical properties of the end products in industries such as perfumery, flavoring, and specialty chemicals.

Upstream product

• 395-23-3 phenyl(4-(trifluoromethyl)phenyl)methanol 
• 787-49-5 1-(chloro(phenyl)methyl)-4-(trifluoromethyl)-benzene 
• 402-49-3 4-bromomethyltrifluoromethylbenzene 
• 98-80-6 phenylboronic acid 
• 128796-39-4 4-trifluoromethylphenylboronic acid 
• 100-44-7 benzyl chloride 
• 13326-10-8 benzyl methyl carbonate 
• 884-90-2 benzyl diethyl phosphate 
• 100-51-6 benzyl alcohol 
• 86487-19-6 tributyl(4-(trifluoromethyl)phenyl)stannane 
• 858344-44-2 bis[4-(trifluoromethyl)phenyl]zinc 
• 100-39-0 benzyl bromide 
• 402-43-7 p-trifluoromethylphenyl bromide 
• 451-40-1 phenyl benzyl ketone 

Downstream Products

• 620-86-0 4-Benzylbenzoic acid 
• 620-83-7 1-methyl-4-(phenylmethyl)benzene 
• 1326231-76-8 1-(phenyl(4-(trifluoromethyl)phenyl)methyl)-1H-benzo[d]imidazole 
• 728-86-9 phenyl[4-(trifluoromethyl)phenyl]methanone 
• 1425513-34-3 2,3-diphenyl-6-(phenyl(4-(trifluoromethyl)phenyl)methyl)-1-(4-(trifluoromethyl)phenyl)-1H-indene 
• 1425513-36-5 2,3-bis(4-chlorophenyl)-6-(phenyl(4-(trifluoromethyl)phenyl)methyl)-1-(4-(trifluoromethyl)phenyl)-1H-indene 

Relevant academic research and scientific papers

Desulfurative Ni-Catalyzed Reductive Cross-Coupling of Benzyl Mercaptans/Mercaptoacetates with Aryl Halides

The C-S activation and sulfur removal from native thiols is challenging, which limits their application as feedstock materials in organic synthesis despite their natural abundance. Herein, we introduce a per-/polyfluoroaryl moiety, which serves as a redox-active scaffold, into sp3-hybridized thiols to activate the C-S bond. Using a Ni catalyst with MgBr2 as an additive, the S group can be removed to yield an aliphatic radical that can react with an aryl halide in a reductive cross-coupling.

Nickel-Catalyzed Electrochemical C(sp3)?C(sp2) Cross-Coupling Reactions of Benzyl Trifluoroborate and Organic Halides**

Reported here is the redox neutral electrochemical C(sp2)?C(sp3) cross-coupling reaction of bench-stable aryl halides or β-bromostyrene (electrophiles) and benzylic trifluoroborates (nucleophiles) using nonprecious, bench-stable NiCl2?glyme/polypyridine catalysts in an undivided cell configuration under ambient conditions. The broad reaction scope and good yields of the Ni-catalyzed electrochemical coupling reactions were confirmed by 50 examples of aryl/β-styrenyl chloride/bromide and benzylic trifluoroborates. Potential applications were demonstrated by electrosynthesis and late-stage functionalization of pharmaceuticals and natural amino acid modification, and three reactions were run on gram-scale in a flow-cell electrolyzer. The electrochemical C?C cross-coupling reactions proceed through an unconventional radical transmetalation mechanism. This method is highly productive and expected to find wide-spread applications in organic synthesis.

Nitrenium Salts in Lewis Acid Catalysis

Molecular compounds featuring nitrogen atoms are typically regarded as Lewis bases and are extensively employed as donor ligands in coordination chemistry or as nucleophiles in organic chemistry. By contrast, electrophilic nitrogen-containing compounds are much rarer. Nitrenium cations are a new family of nitrogen-based Lewis acids, the reactivity of which remains largely unexplored. In this work, nitrenium ions are explored as catalysts in five organic transformations. These reactions are the first examples of Lewis acid catalysis employing nitrogen as the site of substrate activation. Moreover, these compounds are readily accessed from commercially available reagents and exhibit remarkable stability toward moisture, allowing for benchtop transformations without the need to pretreat solvents.

Photo-Ni-Dual-Catalytic C(sp2)-C(sp3) Cross-Coupling Reactions with Mesoporous Graphitic Carbon Nitride as a Heterogeneous Organic Semiconductor Photocatalyst

The synergistic combination of a heterogeneous organic semiconductor mesoporous graphitic carbon nitride (mpg-CN) and a homogeneous nickel catalyst with visible-light irradiation at room temperature affords the C(sp2)-C(sp3) cross-co

Carbonyl and olefin hydrosilylation mediated by an air-stable phosphorus(iii) dication under mild conditions

The readily-accessible, air-stable Lewis acid [(terpy)PPh][B(C6F5)4]21 is shown to mediate the hydrosilylation of aldehydes, ketones, and olefins. The utility and mechanism of these hydrosilylations are considered.

Combined Photoredox/Enzymatic C?H Benzylic Hydroxylations

Chemical transformations that install heteroatoms into C?H bonds are of significant interest because they streamline the construction of value-added small molecules. Direct C?H oxyfunctionalization, or the one step conversion of a C?H bond to a C?O bond, could be a highly enabling transformation due to the prevalence of the resulting enantioenriched alcohols in pharmaceuticals and natural products,. Here we report a single-flask photoredox/enzymatic process for direct C?H hydroxylation that proceeds with broad reactivity, chemoselectivity and enantioselectivity. This unified strategy advances general photoredox and enzymatic catalysis synergy and enables chemoenzymatic processes for powerful and selective oxidative transformations.

N-heterocyclic carbene–palladium complexes for Suzuki–Miyaura coupling reaction with benzyl chloride and aromatic boronic acid leading to diarylmethanes

A family of N-heterocyclic carbene–palladium(II)–N,N-dimethylbenzylamine complexes ((NHC)LPdCl2; L?=?N,N-dimethylbenzylamine) were synthesized as well as characterized using single-crystal X-ray diffraction and spectroscopic data. These complexes exhibited higher catalytic activities for the Suzuki reaction of benzyl chlorides to afford diarylmethanes under milder conditions than other efficient (NHC)LPdCl2 complexes. Using the optimum conditions, the expected coupling products were obtained in moderate to high yields. All reactions were carried out in air and all starting materials were used as supplied without purification.

Palladium-Catalyzed Hiyama Coupling of Benzylic Ammonium Salts via C-N Bond Cleavage

The first palladium-catalyzed Hiyama cross-coupling of arylsilanes with benzyltrimethylammonium salts is reported. The reaction proceeds smoothly to facilitate C(sp2)-C(sp3) bond formation via cleavage of the C-N bond and provides a useful approach to various diarylmethanes with a broad substrate scope and excellent functional group tolerance in good to excellent yields.

The Dual Role of Benzophenone in Visible-Light/Nickel Photoredox-Catalyzed C?H Arylations: Hydrogen-Atom Transfer and Energy Transfer

A dual catalytic protocol for the direct arylation of non-activated C(sp3)?H bonds has been developed. Upon photochemical excitation, the excited triplet state of a diaryl ketone photosensitizer abstracts a hydrogen atom from an aliphatic C?H bond. This inherent reactivity was exploited for the generation of benzylic radicals which subsequently enter a nickel catalytic cycle, accomplishing the benzylic arylation.

Cross coupling of benzylammonium salts with boronic acids using a well-defined N-heterocyclic carbene-palladium(ii) precatalyst

N-heterocyclic carbene-palladium(ii)-catalyzed cross-coupling of benzylammonium salts with arylboronic acids for the synthesis of diarylmethane derivatives via C-N bond activation has been developed. Notably, in the presence of the easily prepared and bench-stable Pd-PEPPSI precatalyst, the Csp3-N bond activation of the benzylammonium salt even proceeded smoothly in isopropanol at room temperature.