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Intermediates&Fine Chemicals

Trifluoromethanesulfonic Anhydride (Triflic Anhydride)

Category:

Intermediates&Fine Chemicals

CAS NO:

358-23-6

Standard:

In-house Standards,

Price Range:

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Main Sales Markets:

North America,Western Europe,Eastern Europe,Africa

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Shanghai Sunwise Chemical Co., Ltd.

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Basic Info

CAS Number

358-23-6

Pharmacopoeia

In-house Standards

Grade

Industrial grade

Is Manufacturer

Samples Provided

Product Description

Pharmaceutical Intermediates

AI Product Description

*The following content is generated by AI and is for reference only.

Trifluoromethanesulfonic anhydride, commonly known as Triflic Anhydride or TFAA, is a highly reactive and versatile chemical reagent widely utilized in organic synthesis. With the molecular formula C2F6O3S and a CAS number of 1705-48-4, this colorless to pale yellow liquid serves as a powerful trifluoromethanesulfonylating agent. Its structure features two triflyl groups connected by an oxygen atom, conferring exceptional electrophilicity that drives its reactivity with various nucleophiles. The primary application of Triflic Anhydride lies in the introduction of the trifluoromethanesulfonyl (triflyl) group into organic molecules. This transformation is crucial for converting alcohols, phenols, amines, and carboxylic acids into their corresponding triflates, which are excellent leaving groups in substitution and elimination reactions. Consequently, it plays an indispensable role in cross-coupling reactions such as Suzuki-Miyaura, Heck, and Sonogashira couplings, facilitating the construction of complex pharmaceutical intermediates and fine chemicals. Furthermore, TFAA is frequently employed as a dehydrating agent and a catalyst activator in peptide synthesis and polymer chemistry. Due to its high moisture sensitivity, Triflic Anhydride must be handled under strictly anhydrous conditions, typically using inert atmospheres like nitrogen or argon. It reacts vigorously with water to release toxic sulfur dioxide and triflic acid fumes, necessitating careful storage in sealed containers away from humidity. Despite these handling challenges, its unique ability to generate stable yet reactive intermediates makes it a cornerstone reagent in modern medicinal chemistry and materials science. Researchers rely on TFAA to access novel molecular architectures that would otherwise be difficult to synthesize, driving innovation in drug discovery and advanced material development. As a result, it remains a staple in both academic laboratories and industrial manufacturing processes focused on high-value chemical production.