426-58-4 | Phenyl trifluoromethyl sulfone

CAS:426-58-4 | Phenyl trifluoromethyl sulfone ,Description

Phenyl trifluoromethyl sulfone (PTMS) is an organic compound and a member of the sulfone family of compounds. It is a colorless, odorless, and highly water-soluble liquid. PTMS has found many applications in scientific research due to its unique properties, including its ability to act as a solvent, a reagent, and an inhibitor. It is also used in various lab experiments and has been found to have biochemical and physiological effects.
 

Scientific Research Applications

Photoredox Catalysis

• Trifluoromethylation of Thiophenols: Phenyl trifluoromethyl sulfone acts as a trifluoromethyl radical precursor in the S-trifluoromethylation of thiophenols under photoredox catalyst-free conditions, using visible light irradiation. This demonstrates its role in creating electron donor-acceptor complexes and single electron transfer reactions (Wei et al., 2022).

Chemical Stability and Safety

• Thermal Stability in Nuclear Chemistry: Phenyl trifluoromethyl sulfone, used as an inert diluent in nuclear chemistry for the isolation and recovery of cesium and strontium, shows negligible pressurization at elevated temperatures, indicating its thermal stability (Sinha et al., 2011).
• Vapor Pressure Measurement: Its vapor pressure was measured across a range of temperatures (283.15–363.15 K), contributing to its characterization as a polar diluent in nuclear processes (Kumar et al., 2011) .

Organic Synthesis

• Nucleophilic Trifluoromethylation: It serves as a "CF3(-)" synthon in the nucleophilic trifluoromethylation of carbonyl compounds, disulfides, and other electrophiles, demonstrating its versatility in organic synthesis (Prakash et al., 2003).

Julia-Kocienski Olefination

• Use in Olefination Reactions: Phenyl trifluoromethyl sulfone has been used in the Julia-Kocienski olefination reaction, particularly in synthesizing methoxylated stilbenes and other alkenes (Alonso et al., 2005).

Copper-Mediated Reactions

• Trifluoromethylcopper Generation: It is instrumental in generating trifluoromethylcopper species for efficient trifluoromethylations of aryl iodides and bromides, and in oxidative cross-coupling with terminal alkynes and arylboronic acids (Li et al., 2015).

Material Science

• Synthesis of Poly(arylene ether)s: It is a key component in the synthesis of novel sulfonated poly(arylene ether)s with potential applications in proton exchange membrane fuel cells (Huang et al., 2017).

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