425-75-2 | Ethyl trifluoromethanesulfonate

CAS:425-75-2 | Ethyl trifluoromethanesulfonate ,Description

Ethyl trifluoromethanesulfonate (ETMS) is an organic compound with the molecular formula C2H5SO3F3. It is a colorless liquid with a boiling point of 77 °C and a melting point of -25 °C. ETMS is widely used as a reagent in organic synthesis. It is also used in the production of pharmaceuticals, agrochemicals, and in the synthesis of materials for semiconductor devices.
 

Scientific Research Applications

Applications in Organic SynthesisEthyl trifluoromethanesulfonate, often referred to in literature in relation to trifluoromethanesulfonic acid, finds extensive use in organic synthesis. Its role is pivotal in various chemical reactions, such as electrophilic aromatic substitution, formation of carbon-carbon and carbon-heteroatom bonds, and syntheses of carbo- and heterocyclic structures (Kazakova & Vasilyev, 2017). Moreover, it serves as an effective catalyst in cationic cyclizations to form complex polycyclic systems, enhancing the efficiency of organic synthesis processes (Haskins & Knight, 2002).

Development of Ionic LiquidsEthyl trifluoromethanesulfonate has been used in the development of triflate anion ionic liquids. Its utility in direct alkylation of organic bases leads to the creation of high-purity ionic liquids, which are crucial in various industrial and research applications (Ignat’ev et al., 2012) .

Role in Asymmetric CatalysisIn the realm of asymmetric catalysis, ethyl trifluoromethanesulfonate is significant, particularly observed in the cyclopropanation of styrene. Its weakly coordinating behavior allows easy removal from the central metal, thus enhancing the reactivity of catalysts (Li et al., 2001).

Influence on Polymerization ProcessesThis compound also plays a role in electropolymerization processes. For instance, its use as an electrolyte in the polymerization of pyrrole has shown to improve polymerization rate, electrochemical capacity, and electroconductivity significantly (Sekiguchi, Atobe, & Fuchigami, 2002).

Exploration in Physical ChemistryEthyl trifluoromethanesulfonate also finds its application in the study of physical properties of materials, such as in the in situ crystallization of ionic liquids with melting points below −25 °C, helping to understand the interionic interactions in these novel substances (Choudhury et al., 2006).

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