Fluorosulfonate, in organic

chemistry Chemistry is the science, scientific study of the properties and behavior of matter. It is a natural science that covers the Chemical element, elements that make up matter to the chemical compound, compounds made of atoms, molecules and ions ...

, is a functional group that has the chemical formula F-SO₂-R, and typically is a very good leaving group. In organic chemistry, fluorosulfonate is different than fluorosulfate. In fluorosulfonates, sulfur atom is directly bonded to a non-oxygen atom such as carbon. In inorganic chemistry, fluorosulfonate is another term for fluorosulfate, the anion F-SO₂-O⁻, the conjugate base of

fluorosulfonic acid Fluorosulfuric acid (IUPAC name: sulfurofluoridic acid) is the inorganic compound with the chemical formula HSO3F. It is one of the strongest acids commercially available. It is a tetrahedral molecule and is closely related to sulfuric acid, H2SO4 ...

. They form a series of salts with metal and organic cations called

fluorosulfates The fluorosulfates or fluorosulfonates are a set of salts of fluorosulfuric acid with an ion formula SO3F−. The fluorosulfate anion can be treated as though it were a hydrogen sulfate anion with hydroxyl substituted by fluorine. The fluorosulfate ...

. Organic ( alkyl) fluorosulfonates are usually strong alkylation agents, similar to triflate esters (F₃C-SO₂-OR). But unlike the triflate group, the fluorosulfonate group is not stable against hydrolysis. Therefore, fluorosulfonate esters are less frequently used as alkylation agents than triflate esters.

References

Functional groups Leaving groups Sulfonates {{chemistry-stub

See also

References