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fluorosulfonate
Sign in to saveAlso known as fluorosulfate, sulfurofluoridate
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.
Chemical data
- Formula
- FO3S-
- Molecular weight
- 99.06 g/mol
- SMILES
- [O-]S(=O)(=O)F
- InChIKey
- UQSQSQZYBQSBJZ-UHFFFAOYSA-M
- XLogP
- -0.4
- Polar surface area
- 65.6 Ų
- H-bond donors
- 0
- H-bond acceptors
- 4
- Formal charge
- -1
via PubChem
Wikidata facts
- Mass
- 98.955218
Show 3 more facts
- canonical SMILES
- [O-]S(=O)(=O)F
- conjugate acid
- fluorosulfonic acid
- chemical formula
- FO₃S⁻
Sources (2)
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Encyclopedic overview
2 sectionsContents
- See also
- References
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. thumb|left|General chemical structure of a fluorosulfate ester. In Fluorosulfonates, sulfur atom is directly bonded to a non-oxygen atom such as carbon.
Excerpted from Wikipedia’s “fluorosulfonate” article, available under the CC BY-SA 4.0 licence.
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