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Nitronium

Nitronium ion
Skeletal formula of nitronium with some dimensions added
Spacefill model of nitronium
Ball and stick model of nitronium
Names
Systematic IUPAC name
Dioxidonitrogen(1+)
Identifiers
12269-46-4
3D model (Jmol) Interactive image
ChEBI CHEBI:29424
ChemSpider 2844644 YesY
PubChem 3609161
Properties
NO+
2
Molar mass 46.01 g·mol−1
Thermochemistry
233.86 J K−1 mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

The nitronium ion, NO+
2
, is a cation. It is an onium ion because of its tetravalent nitrogen atom and +1 charge, similar in that regard to ammonium. It is created by the removal of an electron from the paramagnetic nitrogen dioxide molecule, or the protonation of nitric acid (with removal of H2O).

It is stable enough to exist in normal conditions, but it is generally reactive and used extensively as an electrophile in the nitration of other substances. The ion is generated in situ for this purpose by mixing concentrated sulfuric acid and concentrated nitric acid according to the equilibrium:

A few stable nitronium salts with anions of weak nucleophilicity can be isolated. These include nitronium perchlorate (NO+
2
ClO
4
), nitronium tetrafluoroborate (NO+
2
BF
4
), nitronium hexafluorophosphate (NO+
2
PF
6
), nitronium hexafluoroarsenate (NO+
2
AsF
6
), and nitronium hexafluoroantimonate (NO+
2
SbF
6
). These are all very hygroscopic compounds.


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