66107-29-7 | 4-Methoxyphenyl trifluoromethanesulfonate

CAS:66107-29-7 | 4-Methoxyphenyl trifluoromethanesulfonate ,Description

4-Methoxyphenyl trifluoromethanesulfonate, also known as 4-Methoxyphenyl trifluoromethanesulfonate (4-MPTMS), is a versatile, water-soluble, organosulfonate reagent used in organic synthesis. It is used in a variety of applications, including the synthesis of drugs, peptides, and other organic compounds. 4-MPTMS has a wide range of utility in both academic and industrial settings and is a valuable tool for the synthesis of complex molecules.
 

Scientific Research Applications

Proton Exchange Membranes for Fuel Cells

One of the significant applications of 4-Methoxyphenyl trifluoromethanesulfonate derivatives is in the development of proton exchange membranes (PEMs) for fuel cell applications. For instance, comb-shaped poly(arylene ether sulfone)s with sulfonated side chains were synthesized using a method that involved a methoxy group, indicating its potential in enhancing proton and methanol transport properties crucial for fuel cell performance (Kim, Robertson, & Guiver, 2008).

Organic Synthesis and Catalysis

4-Methoxyphenyl trifluoromethanesulfonate plays a role in organic synthesis, particularly in facilitating the synthesis of complex organic molecules. For example, it has been used in the Brønsted acid-promoted one-pot synthesis of chrysene derivatives, demonstrating its utility in organic reactions through the formation of isochromenylium intermediates (Guo et al., 2015) .

Glycosyl Triflates Generation

The compound has been employed in the generation of glycosyl triflates from thioglycosides, showcasing its application in carbohydrate chemistry. This method, involving S-(4-methoxyphenyl) benzenethiosulfinate and trifluoromethanesulfonic anhydride, allows for rapid and selective conversion of thioglycosides to glycosides (Crich & Smith, 2000).

Thin-Film Composite Membranes for Dye Treatment

In the field of membrane technology, 4-Methoxyphenyl trifluoromethanesulfonate derivatives have been utilized in the synthesis of novel sulfonated thin-film composite nanofiltration membranes. These membranes exhibit improved water flux and are effective in the treatment of dye solutions, indicating their potential in water purification and environmental remediation (Liu et al., 2012).

Lewis Acid Catalysis

The compound is also found in Lewis acid catalysis applications, where scandium trifluoromethanesulfonate, a related compound, has been shown to catalyze the acylation of alcohols with acid anhydrides and mixed anhydrides efficiently. This highlights its role in enhancing the reactivity and selectivity of organic reactions (Ishihara et al., 1996).

More Information