351-60-0

Usage

Uses

Used in Pharmaceutical Industry:
BENZYL TRIFLUOROMETHYL SULFIDE is used as an intermediate in the production of pharmaceuticals for its ability to contribute to the synthesis of various medicinal compounds. Its unique properties facilitate the formation of carbon-carbon and carbon-heteroatom bonds, which are crucial in the development of new drugs.
Used in Agrochemical Industry:
In the agrochemical sector, BENZYL TRIFLUOROMETHYL SULFIDE is utilized as an intermediate in the synthesis of agrochemicals, playing a key role in the creation of compounds that contribute to crop protection and enhancement of agricultural yields.
Used in Perfume Industry:
BENZYL TRIFLUOROMETHYL SULFIDE is employed as a building block in the perfume industry, where it is used to create complex and distinctive fragrances. Its pleasant odor and chemical versatility make it an important component in the formulation of perfumes.
Used as a Reagent in Organic Synthesis:
BENZYL TRIFLUOROMETHYL SULFIDE is used as a reagent in chemical reactions, particularly for the formation of carbon-carbon and carbon-heteroatom bonds. Its role in facilitating these bond formations makes it an indispensable tool in advancing organic synthesis processes.

InChI:InChI=1/C8H7F3S/c9-8(10,11)12-6-7-4-2-1-3-5-7/h1-5H,6H2

Upstream product

• 811-68-7 silver(I) trifluoromethanethiolate 
• 620-05-3 iodomethylbenzene 
• 75-63-8 Bromotrifluoromethane 
• 3012-37-1 benzyl thiocyanate 
• 372-64-5 Bis(trifluoromethyl)disulfid 
• 66954-57-2 benzyl tetraethylphosphorodiamidite 
• 421-17-0 Trifluoromethylsulfenyl chloride 
• 14999-80-5 trifluoromethyl pentafluorophenyl disulfide 
• 108-88-3 toluene 
• 1494-06-0 bis(pentafluorophenyl) disulfide 
• 150-60-7 dibenzyl disulphide 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 100-44-7 benzyl chloride 
• 100-39-0 benzyl bromide 

Downstream Products

• 4855-02-1 benzyl trifluoromethyl sulfone 
• 4854-99-3 (((trifluoromethyl)sulfinyl)methyl)benzene 
• 421-83-0 trifluoromethane sulfonyl chloride 

Relevant academic research and scientific papers

A convenient method for the transformation of alcohols into alkyl trifluoromethyl sulfides

Alkyl trifluoromethyl sulfides are prepared by phosphitylation of alcohols or α-hydroxy esters using bis(diethylamido)chlorophosphite followed by the reaction with bis(trifluoromethyl) disulfide under extremely mild conditions in near by quantitative yields.

A new simple access to trifluoromethyl thioethers or selenoethers from trifluoromethyl trimethylsilane and disulfides or diselenides

Trifluoromethyl thioethers (or selenoethers) are easily obtained in one pot at 0°C from disulfides (or diselenides), commercial trifluoromethyl trimethyl silane and TBAF.

Trifluoromethyl Sulfoxides: Reagents for Metal-Free C?H Trifluoromethylthiolation

Trifluoromethyl sulfoxides are a new class of trifluoromethylthiolating reagent. The sulfoxides engage in metal-free C?H trifluoromethylthiolation with a range of (hetero)arenes. The method is also applicable to the functionalization of important compound classes, such as ligand derivatives and polyaromatics, and in the late-stage trifluoromethylthiolation of medicines and agrochemicals. The isolation and characterization of a sulfonium salt intermediate supports an interrupted Pummerer reaction mechanism.

Fluoroalkylselenolation of Alkyl Silanes/Trifluoroborates under Metal-Free Visible-Light Photoredox Catalysis

Herein a metal-free fluoroalkylselenolation of alkylsilanes as well as potassium alkyltrifluoroborates under visible light photocatalysis is disclosed. The developed methodologies are performed under mild conditions, room temperature in the presence of an organic photocatalyst and blue LED irradiation. Mechanistic investigations including luminescence and EPR spectroscopy allow us to shed light on both mechanisms.

The First Organosilver(III) Fluoride, [PPh4][(CF3)3AgF]

Organosilver(III) fluoride complexes have been assigned a key role in different fluorination processes. To the best of our knowledge, however, none of them seem to have been isolated or even detected thus far. Here we report on the successful synthesis of the trifluoromethyl derivative [PPh4][(CF3)3AgF], which has been isolated in high yield. The thermodynamic stability of the Ag?F bond is shown by calculation and demonstrated by multistage mass spectrometry (MSn) under collision-induced dissociation (CID) conditions. Nevertheless, the substantial elongation found in the Ag?F bond (X-ray) is correlated with a marked nucleophilic character of the terminal F ligand. This Ag?F bond is, in fact, quite reactive: it suffers hydrolysis and is also solvolyzed by thiols.

MANUFACTURING METHOD OF FLUORINE-CONTAINING METHYLTHIO SUBSTITUTED COMPOUND

PROBLEM TO BE SOLVED: To provide a manufacturing method of a fluorine-containing methylthio substituted compound using a novel fluorine-containing methylthio group introduction agent. SOLUTION: A fluorine-containing methylthio introduction agent consistin

Ir(III)-Catalyzed mono-olefination of Aryl C-H Bonds Using -SCF3 as a Weak directing group

The trifluoromethylthionyl group (-SCF3) is an efficient weak directing group for Ir(III)-catalyzed aryl C-H olefination. Various trifluoromethylthioethers provide high levels of mono-olefination products in good to excellent yields under mild conditions with a 2,2′-bipyridine ligand or AgBF4 as an additive. Mechanistic studies indicate the C-H cleavage is the rate-determining step. The directing group ability of the -SCF3 group is benchmarked against several other weak directing groups by competition experiments under Ir(III)-catalyzed conditions.

COMPLEXES FOR NUCLEOPHILIC, RADICAL, AND ELECTROPHILIC POLYFLUOROALKYLATION

Disclosed herein are borazine complexes and use of the same in perfluoroalkylation reactions.

Preparation of difluoromethylthioethers through difluoromethylation of disulfides using TMS-CF2H

We report an operationally simple, metal-free approach for the late-stage introduction of the important lipophilic hydrogen-bond donor motif, SCF2H. This reaction converts diaryl- and dialkyl-disulfides into the corresponding aryl/alkyl-SCF2H through the nucleophilic transfer of a difluoromethyl group with good functional group tolerance. This method is notable for its use of commercially available TMSCF2H, and does not rely on the need for handling of sensitive metal complexes.

Metal-Free Direct Dehydroxytrifluoromethylthiolation of Alcohols via the Umpolung Reactivity of Trifluoromethanesulfenamides

A direct dehydroxytrifluoromethylthiolation of alcohols with trifluoromethanesulfenamide has been described. This method, based on the original umpolung reactivity of trifluoromethanesulfenamides, proposes a direct "OH-SCF3 exchange" under mild and, more especially, metal-free conditions.