370-47-8

Usage

Appearance

Yellow solid
A visually distinguishable, solid-state form with a yellow color.

Usage in synthesis

Pharmaceutical and organic compounds
1-nitro-3-[(trifluoromethyl)thio]benzene serves as a building block or intermediate in the production of pharmaceuticals and other organic compounds.

Structural components

Nitro group, trifluoromethyl group, thioether group, and benzene ring
The compound's structure consists of these functional groups attached to a benzene ring.

Usage in production

Agrochemicals, dyes, and specialty chemicals
Due to its unique chemical properties, 1-nitro-3-[(trifluoromethyl)thio]benzene is used in the manufacturing of agrochemicals, dyes, and other specialty chemicals.

Potential applications

Synthesis of materials and as a reagent in organic chemical reactions
The compound may have further applications in the synthesis of materials and as a reagent to facilitate organic chemical reactions.

InChI:InChI=1/C7H4F3NO2S/c8-7(9,10)14-6-3-1-2-5(4-6)11(12)13/h1-4H

Upstream product

• 90109-81-2 (3-nitro-phenyl)-trichloromethyl sulfide 
• 404-74-0 2-nitro-4-trifluoromethylsulfanyl-aniline 
• 3872-23-9 Copper(I) trifluoromethanethiolate 
• 586-36-7 3-nitrophenyldiazonium tetrafluoroborate 
• 99-09-2 3-nitro-aniline 
• 537-91-7 bis(3-nitrophenyl) disulfide 
• 76-05-1 trifluoroacetic acid 
• 16671-77-5 3-nitrophenyl thiocyanate 
• 2524-76-7 1-(methylsulfanyl)-3-nitrobenzene 
• 13331-27-6 m-nitrobenzene boronic acid 
• 2923-18-4 sodium 2,2,2-trifluoroacetate 
• 3814-18-4 3-nitrothiophenol 
• 2926-29-6 Langlois reagent 
• 1413732-47-4 (2,2'-bipyride-kN₁,kN₁')(1,1,1-trifluoromethanethiolato-kS)-copper 

Downstream Products

• 1548-72-7 1-nitro-3-(trifluoromethylsulfonyl)benzene 
• 369-68-6 3-(trifluoromethylthio)aniline 

Relevant academic research and scientific papers

BORON CONTAINING COMPOUNDS AND THEIR USES

The present disclosure relates to novel boron-containing compounds and their novel uses, e.g., as active ingredients that have pesticidal activity. The disclosure also relates to agrochemical compositions and their use in agriculture or horticulture for the control or prevention of infestation of plants, plant parts, plant propagation materials, harvested food crops, or seeds by pests, specifically fungi and nematodes. The disclosure further relates to methods for promoting plant performance and/or curatively or preventively controlling phytopathogens, (particularly fungi and nematodes) on or in a plant, plant parts, plant propagation materials, seeds, harvested fruits, or vegetables.

Transition-Metal-Free Synthesis of Aryl Trifluoromethyl Thioethers through Indirect Trifluoromethylthiolation of Sodium Arylsulfinate with TMSCF3

Herein, we report an indirect trifluoromethylthiolation of sodium arylsulfinates. This transition-metal-free reaction significantly provides an environmentally friendly and practical synthetic method for aryl trifluoromethyl thioethers using commercial Ruppert-Prakash reagent TMSCF3. This approach is also a potential alternative to the current industrial production method owing to facile substrates, excellent functional group compatibility, and operational simplicity.

Copper(I)-promoted trifluoromethylthiolation of arenediazonium salts with AgSCF3

An efficient method for trifluoromethylthiolation of arenediazonium salts has been developed in mild conditions with a stable and convenient AgSCF3. It provides a straightforward and convenient way for the synthesis of trifluoromethylthiolated compound from diazonium salts in moderate to good yields.

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.

Radical Aromatic Trifluoromethylthiolation: Photoredox Catalysis vs. Base Mediation

Trifluoromethyl aryl sulfides (Ar-SCF3) constitute highly attractive building blocks due to their exceptional lipophilicity and chemical properties. Related protocols of radical aromatic trifluoro-methylthiolation of arenediazonium salts were developed that are based on the facile generation of intermediate aryl radicals. Their reactions with commercial F3CS-SCF3 under very mild conditions afforded a diverse set of Ar-SCF3 (3]Cl2} with the weak base-mediated dark reaction documented higher synthetic efficiency of the former but higher operational simplicity of the latter strategy.

Trifluoromethylation of thiophenols and thiols with sodium trifluoromethanesulfinate and iodine pentoxide

A selective and facile trifluoromethylation process for a wide range of thiophenols and thiols under metal free conditions has been developed using two simple and safe solids, sodium trifluoro-methanesulfinate and iodine pentoxide, via the radical process.

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.

An electrophilic hypervalent iodine reagent for trifluoromethylthiolation

Sulfur and friends: A new electrophilic hypervalent iodine reagent 1 has been developed for direct trifluoromethylthiolation. A variety of nucleophiles, including β-ketoesters, aldehydes, amides, aryl or vinyl boronic acids, and alkynes, reacted with 1 under mild conditions to give the corresponding trifluoromethylthiolated compounds in good to excellent yields.

Synthesis of aryl perfluoroalkyl sulfides from aromatic disulfides

Thermolysis of xenon(II) bis(perfluoroalkanecarboxylates) in the presence of diaryl disulfides occurs through the S-S bond cleavage to form dihalo-, halonitro-, and halodinitrophenyl perfluoroalkyl sulfides. The latter type of compounds was obtained for the first time. The main side process is the perfluoroalkylation of the aromatic ring.

Trifluoromethylthiodediazoniation: A simple, efficient route to trifluoromethyl aryl sulfides

Copper(I) trifluoromethanethiolate reacts with a range of diazonium salts containing electron-withdrawing groups to give the corresponding trifluoromethyl aryl sulfides in high yield; it is also possible to carry out the diazotisation and trifluoromethylthiolation in one pot directly from the anilines.