398-74-3

Usage

Uses

Used in Pharmaceutical Industry:
o-Chlorophenyl trifluoromethyl sulfide is used as a synthetic intermediate for the development of various pharmaceuticals, contributing to the creation of new drugs and therapeutic agents.
Used in Agrochemical Industry:
o-chlorophenyl trifluoromethyl Sulfide is utilized as a synthetic intermediate in the production of agrochemicals, specifically in the formulation of pesticides and other products designed to control the growth of microorganisms in agricultural settings.
Used in Pesticide Manufacturing:
o-Chlorophenyl trifluoromethyl sulfide is employed in the manufacturing of pesticides, where it plays a crucial role in the development of effective and targeted pest control solutions.
Used in Microorganism Control Products:
o-chlorophenyl trifluoromethyl Sulfide is also found in products designed for controlling the growth of microorganisms, indicating its application in various industries where microbial control is essential, such as in food preservation, water treatment, and medical applications.

Upstream product

• 5375-05-3 <2-Chlor-phenyl>-trichlormethyl-sulfid 
• 615-41-8 2-iodochlorobenzene 
• 3872-23-9 Copper(I) trifluoromethanethiolate 
• 421-17-0 Trifluoromethylsulfenyl chloride 
• 456-56-4 phenyl trifluoromethylsulfide 
• 108-90-7 chlorobenzene 
• 6320-03-2 2-chlorothiphenol 
• 2926-29-6 Langlois reagent 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 2314-97-8 iodotrifluoromethane 
• 71-43-2 benzene 

Downstream Products

• 382-70-7 1-chloro-2-(trifluoromethylsulfonyl)benzene 
• 387-93-9 (2-chloro-4-nitro-phenyl)-trifluoromethyl sulfoxide 
• 2358-41-0 1-fluoro-2-[(trifluoromethyl)sulfonyl]benzene 
• 32858-96-1 2-Hydroxyphenyltrifluoromethylsulphone 

Relevant academic research and scientific papers

Commercial-Scale Visible Light Trifluoromethylation of 2-Chlorothiophenol Using CF3I Gas

Despite the growth of photoredox methods in academia, application of photoredox at scale in the pharmaceutical and fine chemical industries has been slow. In this report, a photoredox trifluoromethylation of a thiophenol was modified from the original literature report, and the mechanism was investigated to define the key scale-up parameters. The mechanistic insight was leveraged in the design and execution of two different reactor designs: an LED-based plug flow photoreactor and a laser-based continuous stirred tank photoreactor. In one of the first examples of commercial-scale photoredox chemistry, the process was scaled to provide over 500 kg of the desired intermediate and amended to fully continuous manufacturing.

S-(Trifluoromethyl)Benzothioate (TFBT): A KF-Based Reagent for Nucleophilic Trifluoromethylthiolation

S-(Trifluoromethyl)benzothioate (TFBT) has been developed as an inexpensive, bench-stable, and user-friendly trifluoromethylthiolation reagent, which can be easily synthesized by using KF as the only fluorine source. By using TFBT, trifluoromethylthiolates with various counterions can be readily obtained. The synthetic application of TFBT was demonstrated by trifluoromethylthiolation-halogenation of arynes, bis(trifluoromethylthiolation)–halogenation of 1,2-benzdiynes, nucleophilic substitution of alkyl halides, deoxytrifluoromethylthiolation of alcohols, and cross-coupling with aryl and vinyl boronic acids.

Silver-catalyzed fluoroalkylation of thiols using fluoroalkanesulfinates

A practical sliver-catalyzed fluoroalkylation of aryl-, heteroaryl- and alkylthiols has been developed. The reaction has a good functional-group tolerance and excellent selectivity. A variety of stable and solid fluoroalkanesulfinates including di- and perfluoroalkanesulfinates can be employed. This methodology provides a straightforward and streamlined access to perfluoroalkylthiolated organic molecules. [Figure presented]

O-Trifluoromethylation of Phenols: Access to Aryl Trifluoromethyl Ethers by O-Carboxydifluoromethylation and Decarboxylative Fluorination

A new strategy for the synthesis of aryl trifluoromethyl ethers (ArOCF3) by combining O-carboxydifluoromethylation of phenols and subsequent decarboxylative fluorination is reported. This protocol allows easy construction of functionalized trifluoromethoxybenzenes and trifluoromethylthiolated arenes (ArSCF3) in moderate to good yields. Moreover, it utilizes accessible and inexpensive reagents sodium bromodifluoroacetate and SelectFluor II and, thus, is practical for O-trifluoromethylation of phenols. The potential application of this method is demonstrated with the preparation of a plant-growth regulator, Flurprimidol.

PREPARATION AND FLUORINATION OF ARYLTRIFLUOROMETHYLSULPHONES

A series of chloro- and nitrophenyl trifluoromethyl sulphides and sulphones have been synthesised from the corresponding aryl halides .The fluorination of these compounds by tetra-n-butyl ammonium fluoride and potassium fluoride has been investigated.Our results show that generally they are more susceptible to fluorodenitration than fluorodechlorination.