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Usage

Uses

Used in Organic Synthesis:
2-(4-Trifluoromethylphenyl)pyridine serves as a building block in organic synthesis, contributing to the creation of a variety of chemical compounds. Its electron-withdrawing nature facilitates the formation of new molecular structures with tailored properties.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 2-(4-Trifluoromethylphenyl)pyridine is utilized as a reagent, playing a crucial role in the development of new drugs. Its unique chemical properties allow for the design of innovative therapeutic agents with potential applications in treating various diseases.
Used in Agrochemical Research:
Similarly, in agrochemical research, 2-(4-Trifluoromethylphenyl)pyridine is employed as a reagent to develop new agrochemicals. Its electron-withdrawing properties can be leveraged to create compounds with enhanced pesticidal or herbicidal activities, contributing to more effective crop protection strategies.
Used in the Development of New Materials:
Due to its unique structure, 2-(4-Trifluoromethylphenyl)pyridine may also have potential applications in the development of new materials. Its electron-withdrawing properties could be harnessed to engineer materials with specific electronic or optical characteristics, useful in various high-tech applications.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 2-(4-Trifluoromethylphenyl)pyridine is valuable for the synthesis of bioactive molecules. Its reactivity and electron-withdrawing nature can be exploited to design compounds with improved pharmacological profiles, potentially leading to the discovery of new drugs with enhanced efficacy and selectivity.

InChI:InChI=1/C12H8F3N/c13-12(14,15)10-6-4-9(5-7-10)11-3-1-2-8-16-11/h1-8H

Upstream product

• 109-09-1 2-chloropyridine 
• 402-43-7 p-trifluoromethylphenyl bromide 
• 98-56-6 4-chlorobenzotrifluoride 
• 109-04-6 2-bromo-pyridine 
• 128796-39-4 4-trifluoromethylphenylboronic acid 
• 455-13-0 4-Iodobenzotrifluoride 
• 21970-13-8 (pyridin-2-yl)magnesium bromide 
• 402-51-7 4-(trifluoromethyl)phenylmagnesium bromide 
• 110-86-1 pyridine 
• 873066-23-0 4-trifluoromethylphenylboronic dimethyl ester 
• 694-59-7 pyridine N-oxide 
• 501374-30-7 5,5-dimethyl-2-(4-trifluoromethyl-phenyl)-[1,3,2]dioxaborinane 
• 372-48-5 2-fluoropyridine 
• 125102-17-2 (4-(trifluoromethyl)phenyl)zinc(II) chloride 

Downstream Products

• 1085411-81-9 (E)-2-(2-styryl-4-(trifluoromethyl)phenyl)pyridine 
• 1101187-19-2 C₁₈H₁₈F₃NO₂ 
• 1236046-63-1 (phenyl)(2-(pyridin-2-yl)-5-(trifluoromethyl)phenyl)methanone 
• 1240787-02-3 2-(2,6-di((E)-oct-4-en-4-yl)-4-(trifluoromethyl)phenyl)pyridine 
• 1251668-10-6 2-(4'-methoxy-5-(trifluoromethyl)-[1,1'-biphenyl]-2-yl)pyridine 
• 158461-30-4 2-(2-Nitro-4-trifluoromethyl-phenyl)-pyridine 
• 1379667-23-8 4-methyl-N-(2-(pyridin-2-yl)-5-(trifluoromethyl)phenyl)benzenesulfonamide 
• 1401251-46-4 2-(pyridin-2-yl)-5-(trifluoromethyl)benzonitrile 
• 1421006-74-7 (E)-2-(2-(2-methylstyryl)-4-(trifluoromethyl)phenyl)pyridine 
• 1443418-71-0 diisopropyl (2-(pyridin-2-yl)-5-(trifluoromethyl)phenyl)phosphonate 
• 1450751-45-7 2-(2-(triethylsilyl)-4-(trifluoromethyl)phenyl)pyridine 
• 1450758-88-9 2-{2-[(2,2,3,3-tetramethylcyclopropyl)methyl]-4-(trifluoromethyl)phenyl}pyridine 

Relevant academic research and scientific papers

Photoluminescence and electroluminescence of four platinum complexes with trifluoromethyl-substituted 2-phenylpyridine and tetraphenylimidodiphosphinate ligands

Four cyclometalated platinum complexes with trifluoromethyl-substituted 2-phenylpyridine at different positions on its phenyl group as the main ligands and tetraphenylimidodiphosphinate as the ancillary ligand, Pt1-Pt4 (Pt1 is a trifluoromethyl-free compl

Highly Luminescent Mono- and Dinuclear Cationic Iridium(III) Complexes Containing Phenanthroline-Based Ancillary Ligand

A new family of mononuclear (1–2) and dinuclear (3–5) cationic iridium(III) complexes have been synthesized and fully characterized. These complexes contain 2-(4-(trifluoromethyl)phenyl)pyridine (cf3ppy, L1) and 1-(4-(trifluoromethyl)phenyl)iso

Organocatalytic synthesis of (Het)biaryl scaffoldsviaphotoinduced intra/intermolecular C(sp2)-H arylation by 2-pyridone derivatives

A uniqueN,O-bidentate ligand 6-oxo-1,6-dihydro-pyridone-2-carboxylic acid dimethylamide (L1) catalyzed direct C(sp2)-H (intra/intermolecular) arylation of unactivated arenes has been developed to expedite access to (Het)biaryl scaffolds under UV-irradiation at room temperature. The protocol tolerated diverse functional groups and substitution patterns, affording the target products in moderate to excellent yields. Mechanistic investigations were also carried out to better understand the reaction pathway. Furthermore, the synthetic applicability of this unified approach has been showcasedviathe construction of biologically relevant 4-quinolone, tricyclic lactam and sultam derivatives.

Nickel-Catalyzed Reductive 2-Pyridination of Aryl Iodides with Difluoromethyl 2-Pyridyl Sulfone

A novel nickel-catalyzed reductive cross-coupling between aryl iodides and difluoromethyl 2-pyridyl sulfone (2-PySO2CF2H) enables C(sp2)-C(sp2) bond formation through selective C(sp2)-S bond cleavage, which demonstrates the new reactivity of 2-PySO2CF2H reagent. This method employs readily available nickel catalyst and sulfones as cross-electrophile coupling partners, providing facile access to biaryls under mild reaction conditions without pregeneration of arylmetal reagents.

Highly efficient phosphorescent organic light-emitting diodes based on novel bipolar iridium complexes with easily-tuned emission colors by adjusting fluorine substitution on phenylpyridine ligands

Two new phenylpyridine derivative-based heteroleptic iridium complexes, (Fppy)2Ir(dipg) (Fppdg) and (CF3ppy)2Ir(dipg) (tFmppdg) with emission peaks of 545 nm and 581 nm, respectively, were designed and synthesized by incorporation of a dipg group (N,N′-diisopro-guanidinate) as the ancillary ligand. Their photophysical, thermal, electrochemical and electroluminescence properties were investigated. The results indicate that the emitting color of phosphorescent complexes can be tuned easily by adjusting their F/CF3-substituted cyclometalated ligands. Simultaneously, Fppdg and tFmppdg show good thermal stabilities, short lifetimes of the triplet state and high photoluminescence quantum yields. More importantly, their almost complete spatial separation of HOMO and LUMO distributions endows both phosphors with an amazing bipolar charge transporting ability, and thus the corresponding doped OLEDs possess desirable concentration-independent and negligible efficiency roll-off features: at a rather wide concentration range of 8-25% doped in the CBP host, both phosphors realize a very high peak external quantum efficiency (EQE) level of >20%, and maintain values of >18% at a practical luminance of 1000 cd m?2

Borenium-Catalyzed Reduction of Pyridines through the Combined Action of Hydrogen and Hydrosilane

Mesoionic carbene-stabilized borenium ions efficiently reduce substituted pyridines to piperidines in the presence of a hydrosilane and a hydrogen atmosphere. Control experiments and deuterium labeling studies demonstrate reversible hydrosilylation of the pyridine, enabling full reduction of the N-heterocycle under milder conditions. The silane is a critical reaction component to prevent adduct formation between the piperidine product and the borenium catalyst.

Reversible On-Off Switching of Excitation-Wavelength-Dependent Emission of a Phosphorescent Soft Salt Based on Platinum(II) Complexes

Excitation-wavelength-dependent (Ex-De) emission materials show excellent potential in diverse advanced photonic areas. Of significant importance is the on-demand regulation of the Ex-De luminescence behavior of these materials, which is previously unprecedented. In this study, we report on a platinum(II) complex-based phosphorescent soft salt S1 ([Pt(tpp)(ed)]+[Pt(ftpp)(CN)2]- (where ttp = 2-(4-(trifluoromethyl)phenyl)pyridine, ed = ethane-1,2-diamine, and ftpp = 2-(4-fluoro-3-(trifluoromethyl)phenyl)pyridine)) with Ex-De photoluminescence (PL) property. UV-visible absorption and PL spectra of S1 were recorded in DMSO-H2O mixture (1 × 10-3 M) with various H2O fractions to investigate its ground and excited states. Interestingly, the PL spectra of S1 powder show that its maximum emission peak is red-shifted from 595 to 644 nm upon excitation at different wavelengths from 360 to 520 nm, accompanied by an obvious emission color change from yellow-orange to red. Furthermore, confocal laser scanning fluorescence microscopy was employed to determine the PL property of self-assembled uniform S1 nanostructure, and the result shows that the Ex-De emission behavior is absent. On the basis of these results, we conclude the various Pt(II)···Pt(II) distances that exist are the major factor responsible for the properties of the Ex-De PL of S1 powder. Thus, for the first time, reversible on-off switching of Ex-De PL of S1 was achieved by manipulating its Pt(II)···Pt(II) distances through mechanical stress and vapor fuming. Finally, we demonstrate the high-level anticounterfeiting applications via on-demand multicolor displays.

Study of the Synthesis and Properties of Ir(III) Complexes Based on Phosphine Carbonylimide Derivative as Auxiliary Ligand

Three iridium complexes of (dfppy)2Ir(DAPB), (dfppy)2Ir(DAPB), and (dfppy)2Ir(DAPB) were synthesized by using phosphine carbonylimide derivative as auxiliary ligand and fluoro?/trifluoromethyl substituted 2-phenylpyridine

Meta-dehydrogenative alkylation of arenes with ethers, ketones, and esters catalyzed by ruthenium

A meta-dehydrogenative alkylation of arenes with cyclic ethers, ketones, and esters catalyzed by ruthenium is achieved in the presence of a di-tert-butyl peroxide (DTBP) oxidant. Interestingly, when quinoline and isoquinoline are employed as the directing group, or a chain ether as alkylation reagent, the system produces Minisci reaction products. Mechanistic study indicates that meta-dehydrogenative alkylation is a radical process initiated by DTBP with the assistance of a CAr-Ru bond ortho/para-directing effect.

Direct suzuki-miyaura coupling with naphthalene-1,8-diaminato (dan)-substituted organoborons

The actually direct Suzuki-Miyaura coupling with "protected" R-B(dan) (dan = naphthalene-1,8-diaminato) was demonstrated to smoothly occur without in situ deprotection of the B(dan) moiety. The use of t-BuOK (Ba(OH)2 in some cases) as a base under anhydrous conditions is the key to the successful cross-coupling, where R-B(dan) is readily converted into a transmetalation-active borate-form, regardless of the well-accepted diminished boron-Lewis acidity.