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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.

Fluorosulfonate

Fluorosulfate ion
Identifiers
  • (ion): 15181-47-2 N
3D model (JSmol)
  • (ion): Interactive image
ChemSpider
  • (ion): 2657785
  • (ion): 3413884
  • (ion): DTXSID80392253
  • (ion): InChI=1S/FHO3S/c1-5(2,3)4/h(H,2,3,4)/p-1
    Key: UQSQSQZYBQSBJZ-UHFFFAOYSA-M
  • (ion): [O-]S(=O)(=O)F
Properties
FO3S
Molar mass 99.06 g·mol−1
Related compounds
Other anions
Chlorosulfate
Related compounds
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).

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 edit

References edit

  1. ^ 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.


fluorosulfonate, organic, chemistry, functional, group, that, chemical, formula, typically, very, good, leaving, group, organic, chemistry, fluorosulfonate, different, than, fluorosulfate, fluorosulfonates, sulfur, atom, directly, bonded, oxygen, atom, such, c. 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 Fluorosulfonate Fluorosulfate ion Identifiers CAS Number ion 15181 47 2 N 3D model JSmol ion Interactive image ChemSpider ion 2657785 PubChem CID ion 3413884 CompTox Dashboard EPA ion DTXSID80392253 InChI ion InChI 1S FHO3S c1 5 2 3 4 h H 2 3 4 p 1Key UQSQSQZYBQSBJZ UHFFFAOYSA M SMILES ion O S O O F Properties Chemical formula F O 3S Molar mass 99 06 g mol 1 Related compounds Other anions Chlorosulfate Related compounds 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 Infobox references 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 editFluorosulfite Methyl fluorosulfonateReferences 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 nbsp This organic chemistry article is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Fluorosulfonate amp oldid 1170299886, wikipedia, wiki, book, books, library,

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