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Fluoronium

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Fluoronium
Ball-and-stick model of fluoronium
Ball-and-stick model of fluoronium
Spacefill model of fluoronium
Spacefill model of fluoronium
Names
IUPAC name
Fluoronium
Systematic IUPAC name
Fluoranium[1]
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
  • InChI=1S/FH2/h1H2/q+1 checkY
    Key: YNESUKSMQODWNS-UHFFFAOYSA-N checkY
  • InChI=1/FH2/h1H2/q+1
    Key: YNESUKSMQODWNS-UHFFFAOYAK
  • [FH2+]
Properties
H2F+
Molar mass 21.01428 g mol-1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

The fluoronium cation, H2F+, is a polyatomic ion formed by protonation or self-ionic dissociation of hydrogen fluoride:

HF + H+ → H2F+

or

3HF ⇌ H2F+ + HF
2

The fluoronium ion is isoelectronic with water and the amide ion.

Whereas stable organic structures containing other halonium ions have been known since 1970,[2] a fluoronium analog was not known until 2013 and even then only as an unstable short-lived entity.[3]

The kinetic instability of the fluoronium ion is responsible for the extreme acidity of fluoroantimonic acid. The antimony pentafluoride molecule sequesters the fluoride ion produced by the homoassociation of hydrogen fluoride, leaving the fluoronium ion unable to revert to the more stable neutral hydrogen fluoride.

References

  1. ^ "Fluoronium (CHEBI:50314)". Chemical Entities of Biological Interest (ChEBI). UK: European Bioinformatics Institute.
  2. ^ George A. Olah, John R. DeMember (1970). "Friedel-Crafts chemistry. V. Isolation, carbon-13 nuclear magnetic resonance, and laser Raman spectroscopic study of dimethylhalonium fluoroantimonates". J. Am. Chem. Soc. 92 (3): 718. doi:10.1021/ja00706a058.
  3. ^ Ritter, Stephen K. "Concentrates: Fluorine's Positive Side Revealed". Chemical & Engineering News. 91 (14): 36.