60129-85-3 | Pentafluorophenyl trifluoromethanesulfonate

CAS:60129-85-3 | Pentafluorophenyl trifluoromethanesulfonate ,Description

Pentafluorophenyl trifluoromethanesulfonate (PFPTMS) is a fluorinated organic compound with a wide range of applications in synthetic chemistry, biochemistry, and medicinal chemistry. It is an anionic surfactant that is used as a reagent in the synthesis of diverse classes of compounds, including those with pharmaceutical and biomedical applications. PFPTMS has also been used in the synthesis of organometallic complexes, and as an additive in the synthesis of organic compounds. PFPTMS has been widely studied due to its unique properties and its potential applications in the fields of synthetic, medicinal, and biochemical chemistry.
 

Scientific Research Applications

Catalysis and Reaction Promotion

Pentafluorophenyl trifluoromethanesulfonate shows significant promise in catalysis and reaction promotion. In a study by Ishihara et al. (1996), it was found that scandium trifluoromethanesulfonate, a related compound, serves as an extremely active Lewis acid catalyst for the acylation of alcohols with acid anhydrides. This catalyst exhibits high activity, making it useful for acylating not only primary alcohols but also sterically-hindered secondary or tertiary alcohols, significantly enhancing reaction efficiency (Ishihara et al., 1996).

Synthesis and Reactivity

The synthesis and reactivity of derivatives of pentafluorophenyl trifluoromethanesulfonate have been explored in various studies. Patel and Kirchmeier (1992) demonstrated that trifluoromethyl and pentafluorophenyl moieties could be easily transferred to various fluorinated inorganic and organic sulfur and carbon centers, showcasing the versatility of these compounds in synthesizing complex molecules (Patel & Kirchmeier, 1992). Additionally, Hrnčariková and Végh (2003) found that 1-pentafluorophenyl-1H-pyrrole and its derivatives undergo electrophilic substitution reactions, indicating its potential in the development of novel organic compounds (Hrnčariková & Végh, 2003) .

Proton Transport Studies

A study by Hayes, Paddison, and Tuckerman (2011) on proton transport in triflic acid pentahydrate provided insights into proton dissociation and transport in perfluorosulfonic acid membranes, which are relevant in hydrogen fuel cells. This research, while not directly involving pentafluorophenyl trifluoromethanesulfonate, highlights the broader context of trifluoromethanesulfonates in studying proton transport mechanisms, which is crucial for the development of efficient fuel cell technologies (Hayes et al., 2011).

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