1-(Fluorosulfuryl)-2,3- Chemical Properties

Melting point:

64-65 °C

storage temp. 

2-8°C

form 

Solid

Appearance

White to off-white Solid

InChI

InChI=1S/C5H8FN2O2S.CHF3O3S/c1-5-7(2)3-4-8(5)11(6,9)10;2-1(3,4)8(5,6)7/h3-4H,1-2H3;(H,5,6,7)/q+1;/p-1

InChIKey

YAZBWGHMIMMBFC-UHFFFAOYSA-M

SMILES

C(F)(F)(F)S([O-])(=O)=O.S([N+]1C=CN(C)C=1C)(=O)(=O)F

Safety Information

HS Code 

2933299090

1-(Fluorosulfuryl)-2,3- Usage And Synthesis

Uses

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.