85013-98-5

Usage

Uses

Used in Pharmaceutical Industry:
4'-(Trifluoromethoxy)acetophenone is used as a key intermediate in the synthesis of pharmaceutical compounds. Its unique trifluoromethoxy group allows for the development of new drugs with enhanced properties, such as improved solubility, stability, and bioavailability.
Used in Agrochemical Industry:
In the agrochemical industry, 4'-(Trifluoromethoxy)acetophenone serves as a crucial building block for the creation of novel agrochemicals. Its incorporation into these compounds can lead to the development of more effective and environmentally friendly pesticides and herbicides.
Used in Material Science:
4'-(Trifluoromethoxy)acetophenone is used as a precursor in the synthesis of advanced materials, such as polymers and coatings. Its trifluoromethoxy group can impart specific properties to these materials, including increased thermal stability, chemical resistance, and improved surface properties.
Used in Research and Development:
4'-(Trifluoromethoxy)acetophenone is utilized in research and development settings to explore new chemical reactions and synthetic pathways. Its unique structure and properties make it an interesting candidate for studying various organic transformations and developing innovative synthetic strategies.

InChI:InChI=1/C8H3Cl2F3O/c9-6-4(7(10)14)2-1-3-5(6)8(11,12)13/h1-3H

Upstream product

• 103962-08-9 4-trifluoromethoxy-alpha-(1,2,4-triazol-1-yl)-acetophenone 
• 75-07-0 acetaldehyde 
• 103962-05-6 1-iodo-4-(trifluoromethoxy)benzene 
• 917-54-4 methyllithium 
• 330-12-1 4-trifluoromethoxybenzoic acid 
• 659-28-9 p-trifluoromethoxybenzaldehyde 
• 98-86-2 acetophenone 
• 1736-08-9 4-ethenylphenyl trifluoromethyl ether 
• 927-84-4 bis(trifluoromethyl)peroxide 
• 366-18-7 [2,2]bipyridinyl 
• 106-93-4 ethylene dibromide 
• 456-55-3 1-trifluoromethoxybenzene 
• 75-36-5 acetyl chloride 
• 910486-48-5 1-(prop-1-en-2-yl)-4-(trifluoromethoxy)benzene 

Downstream Products

• 103962-10-3 2-bromo-1-(4-(trifluoromethoxy)phenyl)ethanone 
• 286959-65-7 ethyl 2-cyano-3-(4-trifluoromethoxyphenyl)-2-butenoate 
• 639784-61-5 ETHYL-3-(4-TRIFLUOROMETHOXYPHENYL) PYRAZOLE-5-CARBOXYLATE 
• 851070-28-5 (Z)-4,4,4-trifluoro-3-hydroxy-1-(4-trifluoromethoxy-phenyl)-but-2-en-1-one 
• 864427-05-4 (Z)-2-hydroxy-4-oxo-4-(4-trifluoromethoxy-phenyl)-but-2-enoic acid ethyl ester 
• 103962-08-9 4-trifluoromethoxy-alpha-(1,2,4-triazol-1-yl)-acetophenone 
• 101975-07-9 6-(4-trifluoromethoxyphenyl)-3[2H]pyridazinone 
• 672907-10-7 C₁₇H₁₆F₃NO 
• 1268336-74-8 C₁₇H₁₂BrF₃O₃ 
• 1345971-95-0 C₂HF₃O₂*C₂₆H₂₅ClF₃N₃O₂ 
• 1173173-03-9 1,4-bis(4-(trifluoromethoxy)phenyl)buta-1,3-diyne 
• 1456822-28-8 4-methyl-N’-(1-(4-(trifluoromethoxy)phenyl)ethylidene)benzenesulfonohydrazide 

Relevant academic research and scientific papers

Green Synthesis of Leaning Tower[6]arene-Mediated Gold Nanoparticles for Label-Free Detection

Here a facile synthesis strategy toward carboxylated leaning tower[6]arene (CLT6)-mediated gold nanoparticles (CLT6-AuNPs) without external energy sources and reducing agents has been developed. Due to the cavity structure of CLT6, CLT6-AuNPs with a controllable particle size show good stability and excellent performance in label-free detection of diquat. Significantly, we reveal the reduction mechanism of AuNP formation, which is the cleavage of some phenyl ether bonds of CLT6 to produce reductive phenols, thus reducing Au3+ to AuNPs.

Bipyridinium and Phenanthrolinium Dications for Metal-Free Hydrodefluorination: Distinctive Carbon-Based Reactivity

The development of novel Lewis acids derived from bipyridinium and phenanthrolinium dications is reported. Calculations of Hydride Ion Affinity (HIA) values indicate high carbon-based Lewis acidity at the ortho and para positions. This arises in part from extensive LUMO delocalization across the aromatic backbones. Species [C10H6R2N2CH2CH2]2+ (R=H [1 a]2+, Me [1 f]2+, tBu [1 g]2+), and [C12H4R4N2CH2CH2]2+ (R=H [2 a]2+, Me [2 b]2+) were prepared and evaluated for use in the initiation of hydrodefluorination (HDF) catalysis. Compound [2 a]2+ proved highly effective towards generating catalytically active silylium cations via Lewis acid-mediated hydride abstraction from silane. This enabled the HDF of a range of aryl- and alkyl- substituted sp3(C?F) bonds under mild conditions. The protocol was also adapted to effect the deuterodefluorination of cis-2,4,6-(CF3)3C6H9. The dications are shown to act as hydride acceptors with the isolation of neutral species C16H14N2 (3 a) and C16H10Me4N2 (3 b) and monocationic species [C14H13N2]+ ([4 a]+) and [C18H21N2]+ ([4 b]+). Experimental and computational data provide further support that the dications are initiators in the generation of silylium cations.

Covalent Organic Frameworks Enabling Site Isolation of Viologen-Derived Electron-Transfer Mediators for Stable Photocatalytic Hydrogen Evolution

Electron transfer is the rate-limiting step in photocatalytic water splitting. Viologen and its derivatives are able to act as electron-transfer mediators (ETMs) to facilitate the rapid electron transfer from photosensitizers to active sites. Nevertheless, the electron-transfer ability often suffers from the formation of a stable dipole structure through the coupling between cationic-radical-containing viologen-derived ETMs, by which the electron-transfer process becomes restricted. Herein, cyclic diquats, a kind of viologen-derived ETM, are integrated into a 2,2′-bipyridine-based covalent organic framework (COF) through a post-quaternization reaction. The content and distribution of embedded diquat-ETMs are elaborately controlled, leading to the favorable site-isolated arrangement. The resulting materials integrate the photosensitizing units and ETMs into one system, exhibiting the enhanced hydrogen evolution rate (34600 μmol h?1 g?1) and sustained performances when compared to a single-module COF and a COF/ETM mixture. The integration strategy applied in a 2D COF platform promotes the consecutive electron transfer in photochemical processes through the multi-component cooperation.

Decatungstate-mediated solar photooxidative cleavage of CC bonds using air as an oxidant in water

With the increasing attention for green chemistry and sustainable development, there has been much interest in searching for greener methods and sources in organic synthesis. However, toxic additives or solvents are inevitably involved in most organic transformations. Herein, we first report the combination of direct utilization of solar energy, air as the oxidant and water as the solvent for the selective cleavage of CC double bonds in aryl olefins. Various α-methyl styrenes, diaryl alkenes as well as terminal styrenes are well tolerated in this green and sustainable strategy and furnished the desired carbonyl products in satisfactory yields. Like heterogeneous catalysis, this homogeneous catalytic system could also be reused and it retains good activity even after repeating three times. Mechanism investigations indicated that both O2- and 1O2 were involved in the reaction. Based on these results, two possible mechanisms, including the electron transfer pathway and the energy transfer pathway, were proposed.

Radical C?H Trifluoromethoxylation of (Hetero)arenes with Bis(trifluoromethyl)peroxide

Trifluoromethoxylated (hetero)arenes are of great interest for several disciplines, especially in agro- and medicinal chemistry. Radical C?H trifluoromethoxylation of (hetero)arenes represents an attractive approach to prepare such compounds, but the high cost and low atom economy of existing .OCF3 radical sources make them unsuitable for the large-scale synthesis of trifluoromethoxylated building blocks. Herein, we introduce bis(trifluoromethyl)peroxide (BTMP, CF3OOCF3) as a practical and efficient trifluoromethoxylating reagent that is easily accessible from inexpensive bulk chemicals. Using either visible light photoredox or TEMPO catalysis, trifluoromethoxylated arenes could be prepared in good yields under mild conditions directly from unactivated aromatics. Moreover, TEMPO catalysis allowed for the one-step synthesis of valuable pyridine derivatives, which have been previously prepared via multi-step approaches.

Photocatalytic trifluoromethoxylation of arenes and heteroarenes in continuous-flow

The first example of photocatalytic trifluoromethoxylation of arenes and heteroarenes under continuous-flow conditions is described. Application of continuous-flow microreactor technology allowed to reduce the residence time up to 16 times in comparison t

Redox-Neutral TEMPO Catalysis: Direct Radical (Hetero)Aryl C?H Di- and Trifluoromethoxylation

Applications of TEMPO. catalysis for the development of redox-neutral transformations are rare. Reported here is the first TEMPO.-catalyzed, redox-neutral C?H di- and trifluoromethoxylation of (hetero)arenes. The reaction exhibits a broad substrate scope, has high functional-group tolerance, and can be employed for the late-stage functionalization of complex druglike molecules. Kinetic measurements, isolation and resubjection of catalytic intermediates, UV/Vis studies, and DFT calculations support the proposed oxidative TEMPO./TEMPO+ redox catalytic cycle. Mechanistic studies also suggest that Li2CO3 plays an important role in preventing catalyst deactivation. These findings will provide new insights into the design and development of novel reactions through redox-neutral TEMPO. catalysis.

Efficient Palladium(0) supported on reduced graphene oxide for selective oxidation of olefins using graphene oxide as a ‘solid weak acid’

Selective oxidation of olefin derivatives to ketones has made innovative development over palladium(0) supported on reduced graphene oxide. Compared to traditional Wacker oxidation, the novel method offers an economical and environment-friendly option by using graphene oxide (GO) as a ‘solid weak acid’ instead of classical homogeneous catalysts like H2SO4 and CF3COOH. X-ray diffraction, X-ray photoelectron spectroscopy, scanning electron microscope and transmission electron microscopy images of Pd0/RGO showed that the nanoscaled Pd particles generated at the flake structure of reduced graphene oxide. Under optimized condition, up to 44 kinds of ketones with different structures can be prepared with excellent yields.

Identification of new aryl hydrocarbon receptor (AhR) antagonists using a zebrafish model

A new series of 1,3-diketone, heterocyclic and α,β-unsaturated derivatives were synthesized and evaluated for their AhR antagonist activity using zebrafish and mammalian cells. Compounds 1b, 2c, 3b and 5b showed significant AhR antagonist activity in a transgenic zebrafish model. Among them, compound 3b, and 5b were found to have excellent AhR antagonist activity with IC50 of 3.36 nM and 8.3 nM in a luciferase reporter gene assay. In stem cell proliferation assay, compound 5b elicited marked HSC expansion.

Visible-Light Photoredox-Catalyzed and Copper-Promoted Trifluoromethoxylation of Arenediazonium Tetrafluoroborates

We report the development of photoredox-catalyzed and copper-promoted trifluoromethoxylation of arenediazonium tetrafluoroborates, with trifluoromethyl arylsulfonate (TFMS) as the trifluoromethoxylation reagent. This new method takes advantage of visible-light photoredox catalysis to generate the aryl radical under mild conditions, combined with copper-promoted selective trifluoromethoxylation. The reaction is scalable, tolerates a wide range of functional groups, and proceeds regioselectively under mild reaction conditions. Furthermore, mechanistic studies suggested that a Cs[Cu(OCF3)2] intermediate might be generated during the reaction.