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.
 Fluorosulfate ion
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3D model (JSmol)
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PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |
| FO3S− | |
| Molar mass | 99.06 g·mol−1 |
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Other anions
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Chlorosulfate |
Related compounds
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Fluorine fluorosulfonate, Sulfuryl fluoride, Trifluorosulfate |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Organic (alkyl) fluorosulfonates are usually strong alkylation agents, similar to triflate esters (F3C-SO2-OR).[1] 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.
General chemical structure of a fluorosulfate ester. In Fluorosulfonates, sulfur atom is directly bonded to a non-oxygen atom such as carbon.
See also
editReferences
edit- ^ Revathi, Lekkala; Ravindar, Lekkala; Leng, Jing; Rakesh, Kadalipura Puttaswamy; Qin, Hua-Li (2018). "Synthesis and Chemical Transformations of Fluorosulfates". Asian Journal of Organic Chemistry. 7 (4): 662–682. doi:10.1002/ajoc.201700591.
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