4021-50-5

Usage

Uses

Used in Pharmaceutical Industry:
4-(TRIFLUOROMETHYLTHIO)BENZALDEHYDE is used as an intermediate compound for the synthesis of various pharmaceuticals. Its unique structure allows it to be a key component in the development of new drugs with specific therapeutic properties.
Used in Chemical Synthesis:
In the field of organic chemistry, 4-(TRIFLUOROMETHYLTHIO)BENZALDEHYDE serves as a valuable building block for the creation of more complex molecules. Its reactivity and functional groups make it suitable for use in the synthesis of various organic compounds, including dyes, pigments, and specialty chemicals.
Used in Material Science:
The unique properties of 4-(TRIFLUOROMETHYLTHIO)BENZALDEHYDE, such as its enthalpy of vaporization at boiling point (492.15K) being 43.130kjoule/mol, make it a candidate for use in the development of new materials with specific thermal and chemical characteristics. These materials could have applications in various industries, including electronics, aerospace, and automotive.
Used in Research and Development:
Due to its unique structure and properties, 4-(TRIFLUOROMETHYLTHIO)BENZALDEHYDE is also used in research and development laboratories to study its chemical behavior and potential applications. This can lead to the discovery of new reactions, compounds, and technologies that can benefit various industries.

InChI:InChI=1/C8H5F3OS/c9-8(10,11)13-7-3-1-6(5-12)2-4-7/h1-5H

Upstream product

• 21101-63-3 4-(trifluoromethylthio)benzyl bromide 
• 128273-56-3 1-{4-[(trifluoromethyl)sulfanyl]phenyl}methanamine 
• 1413732-47-4 (2,2'-bipyride-kN₁,kN₁')(1,1,1-trifluoromethanethiolato-kS)-copper 
• 87199-17-5 4-formylphenylboronic acid, 
• 3872-23-9 Copper(I) trifluoromethanethiolate 
• 15164-44-0 p-(iodophenyl)carboxaldehyde 
• 1640084-14-5 (((2-phenylpropan-2-yl)oxy)(trifluoromethyl)sulfane) 
• 56456-52-1 (4-((trifluoromethyl)thio)phenyl)methanol 
• 2923-18-4 sodium 2,2,2-trifluoroacetate 
• 352-68-1 4-trifluoromethylthiotoluene 
• 332-26-3 4-[(trifluoromethyl)sulphanyl]benzenecarbonitrile 

Downstream Products

• 21101-66-6 1-(4-((trifluoromethyl)thio)phenyl)ethan-1-ol 
• 21101-67-7 3-(4-trifluoromethylsulfanyl-phenyl)-acrylic acid 
• 67764-94-7 (4-trifluoromethylthiophenyl)-oxirane 
• 21101-69-9 1,2-Dibrom-1-<4-trifluormethylmercapto-phenyl>-aethan 
• 775-28-0 1-ethenyl-4-[(trifluoromethyl)thio]benzene 
• 329317-75-1 N-Cyclohexyl-N-[(2,6-dimethyl-phenylcarbamoyl)-(4-trifluoromethanesulfonyl-phenyl)-methyl]-benzamide 
• 329317-74-0 [2-(Benzoyl-cyclohexyl-amino)-2-(4-trifluoromethanesulfonyl-phenyl)-acetylamino]-acetic acid ethyl ester 
• 329317-72-8 [2-(Acetyl-cyclopropyl-amino)-2-(4-trifluoromethanesulfonyl-phenyl)-acetylamino]-acetic acid ethyl ester 
• 329317-69-3 [2-(Benzoyl-butyl-amino)-2-(4-trifluoromethanesulfonyl-phenyl)-acetylamino]-acetic acid methyl ester 
• 910654-43-2 ethyl (E)-3-(4-((Trifluoromethyl)thio)phenyl)acrylate 
• 1049800-41-0 (E)-2-(5-fluoro-1-(4-(trifluoromethylthio)benzylidene)-1H-inden-3-yl)ethanoic acid 
• 56456-52-1 (4-((trifluoromethyl)thio)phenyl)methanol 
• 330-17-6 4-(trifluoromethylthio)benzoic acid 

Relevant academic research and scientific papers

One-Pot Direct Oxidation of Primary Amines to Carboxylic Acids through Tandem ortho-Naphthoquinone-Catalyzed and TBHP-Promoted Oxidation Sequence

Biomimetic oxidation of primary amines to carboxylic acids has been developed where the copper-containing amine oxidase (CuAO)-like o-NQ-catalyzed aerobic oxidation was combined with the aldehyde dehydrogenase (ALDH)-like TBHP-mediated imine oxidation protocol. Notably, the current tandem oxidation strategy provides a new mechanistic insight into the imine intermediate and the seemingly simple TBHP-mediated oxidation pathways of imines. The developed metal-free amine oxidation protocol allows the use of molecular oxygen and TBHP, safe forms of oxidant that may appeal to the industrial application.

C70Fullerene Catalyzed Photoinduced Aerobic Oxidation of Benzylamines to Imines and Aldehydes

C70 fullerene catalyzed photoinduced oxidation of benzylic amines at ambient conditions has been explored here. The developed strategy's main feature includes the additive/oxidant-free conversion of benzylic amine to corresponding imine and aldehydes. The reaction manifests broad substrate scope with excellent function group leniency and is applicable up to the gram scale. Further, symmetrical secondary amines can also be synthesized from benzylic amine in a one-pot two-step process. Various experiments and density functional theory studies revealed that the current reaction involves the generation of reactive oxygen species, single electron transfer reaction, and benzyl radical formation as key steps under photocatalytic conditions.

Cu-mediated oxidative trifluoromethylthiolation of arylboronic acids with (bpy)CuSCF3

An efficient trifluoromethylthiolation reaction of arylboronic acids with (bpy)CuSCF3in the presence of oxygen at room temperature is described. This method produces a variety of aryl trifluoromethylthioether derivatives in good to high yield. The mechanism of this trifluoromethylthiolation is discussed as well.

Triphenylphosphine-Mediated Deoxygenative Reduction of CF3SO2Na and Its Application for Trifluoromethylthiolation of Aryl Iodides

We report herein a practical method for taming Langlois' reagent CF3SO2Na to generate CuSCF3 by a triphenylphospine-mediated deoxygenative reduction process. This chemistry highlights a novel utilization of the inherent CF3S skeleton of Langlois' reagent as a CF3S feedstock under mild conditions. The CuSCF3 intermediate generated by this protocol can react with a wide array of supporting ligands to furnish several air-stable [LCu(SCF3)] complexes as valuable trifluoromethylthiolating agents. In addition, the CuSCF3 intermediate can be directly employed for the trifluoromethylthiolation of (hetero)aryl iodides with operational simplicity and atomic efficiency. Efficient synthesis! A low cost method for the generation of CuSCF3 by a triphenylphospine-mediated deoxygenative reduction of Langlois' reagent (CF3SO2Na) has been developed (see scheme). This method can be applied for the convenient synthesis of a wide array of ligated and air-stable CuSCF3 complexes. Additionally, the CuSCF3 complexes generated in situ by this protocol were found to trifluoromethylthiolate (hetero)aryl iodides with high efficiency.

Structure-reactivity relationship of trifluoromethanesulfenates: Discovery of an electrophilic trifluoromethylthiolating reagent

A family of electrophilic trifluoromethanesulfenates was prepared. Structure-reactivity relationship studies showed that the substituted groups on the aryl ring of the trifluoromethylthiolating reagent did not have an obvious influence on their reactivities. A simplified electrophilic trifluoromethylthiolating reagent 1c was then identified that can react with a wide range of nucleophiles such as Grignard reagents, arylboronic acids, alkynes, indoles, β-ketoesters, oxindoles, and sodium sulfinates under mild reaction conditions. A variety of functional groups were tolerated under these conditions.

Selective oxidations of activated alcohols in water at room temperature

Allylic and benzylic alcohols can be selectively oxidized to their corresponding aldehydes or ketones in water containing nanoreactors composed of the designer surfactant TPGS-750-M. The oxidation relies on catalytic amounts of CuBr, bpy, and TEMPO, with N-methyl-imidazole; air is the stoichiometric oxidant. the Partner Organisations 2014.

Copper-mediated oxidative trifluoromethylthiolation of aryl boronic acids with CF3CO2Na and elemental sulfur

A practical three-component copper-mediated oxidative trifluoromethylthiolation of aryl boronic acids with cheap and readily available sodium trifluoroacetate and elemental sulfur is reported. A variety of trifluoromethylthio-substituted aromatics are synthesized in moderate yields under mild reaction conditions.

Synthesis and antifungal activities of R-102557 and related dioxane- triazole derivatives

Novel triazole compounds with a dioxane ring were synthesized. Condensation of the diol precursor 10 with various aromatic aldehydes 11 - 13 under acidic conditions afforded a series of dioxane-triazole compounds 14 - 16. The antifungal activities of the compounds 14 - 16 were evaluated in vivo in mice infection models against Candida and Aspergillus species. High activities were seen for the derivatives with one or two double bond(s) and an aromatic ring substituted with an electron-withdrawing group in the side chain. Among the derivatives, R-102557 (16R: Ar=4-(2,2,3,3- tetrafluoropropoxy)phenyl) showed excellent in vivo activities against Candida, Aspergillus and Cryptococcus species. It also showed high tolerance in a preliminary toxicity study in rats.