65538-00-3

Usage

Uses

Used in Pharmaceutical Synthesis:
((Pentafluoroethyl)thio)-benzene is used as an intermediate in the pharmaceutical industry for the synthesis of various drugs. Its strong electron-withdrawing and lipophilic properties contribute to the development of new medicinal compounds with improved pharmacological properties.
Used in Agrochemical Synthesis:
In the agrochemical industry, ((Pentafluoroethyl)thio)-benzene serves as an intermediate for the synthesis of agrochemicals. Its unique properties allow for the creation of new compounds that can be used in crop protection and other agricultural applications.
Used in Fluorinated Compound Preparation:
((Pentafluoroethyl)thio)-benzene is utilized as a building block for the preparation of other fluorinated compounds. Its electron-withdrawing and lipophilic properties make it a valuable component in the development of new materials with specific chemical and physical properties.
Used in Medicinal Chemistry Research:
((Pentafluoroethyl)thio)-benzene is used in medicinal chemistry research to explore its potential applications in drug discovery and development. Its unique properties can lead to the creation of novel therapeutic agents with improved efficacy and safety profiles.
Used in Materials Science Research:
In materials science, ((Pentafluoroethyl)thio)-benzene is used for research purposes to develop new materials with specific properties. Its electron-withdrawing and lipophilic characteristics can contribute to the creation of innovative materials for various applications.
It is crucial to handle and use ((Pentafluoroethyl)thio)-benzene with appropriate safety precautions, as it is potentially hazardous to human health and the environment.

Upstream product

• 354-64-3 Pentafluoroethyl iodide 
• 108-98-5 thiophenol 
• 378-76-7 Potassium pentafluoropropionate 
• 882-33-7 diphenyldisulfane 
• 124898-13-1 trimethyl(pentafluoroethyl)silane 
• 98-80-6 phenylboronic acid 
• 1071124-63-4 C₉H₅F₈IO₃S 
• 354-55-2 bromopentafluoroethane 
• 3111-52-2 potassium thiophenolate 

Downstream Products

• 75070-85-8 rhodium hydrido (PEt₃)3 complex 
• 14856-93-0 pentafluoroethyl phenyl sulfone 

Relevant academic research and scientific papers

Copper-mediated oxidative pentafluoroethylthiolation of aryl boronic acids with TMSC2F5 and elemental sulfur

A copper-mediated oxidative pentafluoroethylthiolation of aryl boronic acids with TMSC2F5 and S8 was developed. This reaction provides a new access to various aryl pentafluoroethyl thioethers. The use of 2-fluoropyridine as the ligand and the ability to carry out the reaction at 70 °C are key features of this oxidative coupling reaction.

Nucleophilic perfluoroalkylation of aldehydes, ketones, imines, disulfides, and diselenides

Using a procedure analogous to that developed for nucleophilic trifluoromethylation, the perfluoroalkyl anion reagents created by mixing C 2F5I and n-C4F9I with tetrakis(dimethylamino)ethylene (TDAE) were effective in their nucleophilic reactions with aldehydes, ketones, imines, disulfides, and diselenides. Irradiation proved beneficial in the aldehyde and ketone reactions.

Nucleophilic perfluoroalkylation of diaryldisulfides with perfluorocarboxylate salts

A new industrial and economical route to trifluoromethyl aryl sufides by thermal decarboxylation of trifluoroacetate salts has been recently developed. The possibility of generalising this reaction of "trifluorodecarboxylation" to RfCO2K (Rf: CCl3, CF2Cl, CF3CF2, CF3CF2CF2) in order to synthesise RfSAr has been studied. Thus, the reaction was effective with RfCO2K (Rf=CCl3, CF3CF2) and a new route to aryl pentafluoroethyl sufides CF3CF2SAr has been briefly exemplified.

Chemistry of Halogenoperfluoroalkanes> Synthesis of Fluorinated Ethers and Thioethers via Radical or Anionic Intermediates

Condensation of bromotrifluoromethane with potassium thiophenoxides in DMF is performed under pressure (2-3 atm) in a glass apparatus.Inhibition by nitrobenzene shows that a SRN1 mechanism is involved in the formation of aryl trifluoromethyl sulfides.Dichlorodifluoromethane itself reacts through a similar process to give aryl chlorodifluoromethyl sulfides.Condensation of 1,1,2-trichlorotrifluoroethane with potassium thiophenoxide or phenoxide occurs even in the presence of nitrobenzene.The formation of aryl 2,2-dichloro-1,1,2-trifluoroethyl sulfides or ethers can be explained by a chain carbanionic mechanism.

PERFLUOROALKYLATION OF THIOLS RfI(Ph)OSO2CF3

Perfluoroalkylation of various thiols with perfluoroalkylphenyliodonium trifluoromethanesulfonates (FITS) under mild conditions was described.