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Fluorosulfonate

Fluorosulfonate

Fluorosulfonate, in organic chemistry, 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. They form a series of salts with metal and organic cations called fluorosulfates. 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.

See also Bromine(III) fluorosulfonate Chlorine fluorosulfate Fluorosulfite Methyl fluorosulfonate

References

Tags

  • Fluorosulfonates
  • Functional groups
  • Leaving groups
  • Organic chemistry stubs
  • Sulfonates