Synonyms: 1-(Fluorosulfuryl)-2,3-dimethyl-1H-imidazol-3-ium trifluoromethanesulfonate; Fluorosulfuryl imidazolium triflate salt; SuFEx-IT
Molecular Formula: C6H8F4N2O5S2
Molecular Weight: 328.26
Linear Structural Formula: C6H8F4N2O5S2
Purity: >=95%
Melting Point: 64-65 C
Storage: 2-8C
Application: This solid fluorosulfuryl imidazolium triflate salt, SuFEx-IT, is a convenient alternative to sulfuryl fluoride (SO2F2), which is a harmful fumigant gas with difficult handling procedures that make SO2F2 -- and the products it is capable of making -- difficult to access. However, this reagent possesses novel reactivity, selectivity, and scope and was demonstrated by the labs of K. Barry Sharpless and Jiajia Dong to convert phenols, primary amines, and secondary amines to fluorosulfates and sulfamoyl fluorides. Fluorosulfates are used widely in biological studies, medicinal chemistry, and work as a pseudohalide in Pd-catalysed cross-coupling reactions. Store in dry environment (desiccator advised) at 4 C.
Other Notes: A New Portal to SuFEx Click Chemistry: A Stable Fluorosulfuryl Imidazolium Salt Emerging as an "F-SO2+" Donor of Unprecedented Reactivity, Selectivity, and Scope