Triethylsilyl Trifluoromethanesulfonate (TESOTf), cataloged under CAS number 79271-56-0, is a compound of significant interest in synthetic organic chemistry. Its unique combination of a triethylsilyl group and a trifluoromethanesulfonate (triflate) anion imparts high reactivity, making it a valuable tool for chemists worldwide. As a leading manufacturer and supplier, understanding the fundamental chemical properties and synthesis of this reagent is key to appreciating its extensive applications.

The molecular formula of Triethylsilyl Trifluoromethanesulfonate is C7H15F3O3SSi, with a corresponding molecular weight of approximately 264.34 g/mol. Physically, it is typically described as a colorless to brown liquid, with a notable boiling point around 85-86°C at 12 mmHg. Its density is around 1.169 g/cm³, and it possesses a refractive index of approximately 1.3892. These properties, along with its high purity (often 97% or 99%), are critical for its effective use in chemical transformations.

The synthesis of Triethylsilyl Trifluoromethanesulfonate typically involves the reaction of triethylsilane or triethylchlorosilane with trifluoromethanesulfonic acid or its anhydride. For example, a common route involves the reaction of triethylchlorosilane with silver trifluoromethanesulfonate in an anhydrous solvent. This method leverages the high reactivity of the silver salt to displace the chloride and form the desired silyl triflate, with silver chloride precipitating out. Other synthetic routes might employ different precursors or reagents but generally aim to couple the triethylsilyl moiety with the triflate anion.

The triflate anion (CF3SO3-) is an exceptionally good leaving group due to the strong electron-withdrawing nature of the trifluoromethyl group and the resonance stabilization of the anion. This excellent leaving group ability is what makes TESOTf such a potent silylating agent and a strong Lewis acid. When the triethylsilyl group is transferred to a nucleophile, the triflate anion departs, driving the reaction forward. This inherent reactivity makes it highly sought after by researchers and manufacturers who need to buy reliable reagents.

The chemical properties of TESOTf also contribute to its classification as a dangerous good, often requiring careful handling and storage, typically at room temperature in anhydrous conditions to prevent decomposition. Its reactivity with water necessitates anhydrous solvents and inert atmosphere techniques for many applications.

Understanding these chemical properties and synthesis pathways is essential for anyone looking to purchase Triethylsilyl Trifluoromethanesulfonate. As a supplier, we ensure that our product meets these specifications, providing chemists with a reliable reagent for their synthetic endeavors, whether for research or industrial applications. If you require this compound, consider sourcing from a manufacturer that emphasizes quality and chemical understanding.