Nitronium tetrafluoroborate

Nitronium tetrafluoroborate
Names
Other names
nitronium fluoroborate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.034.107
EC Number
  • 237-533-5
  • InChI=1S/BF4.NO2/c2-1(3,4)5;2-1-3/q-1;+1
    Key: RGVZMPONLYFINH-UHFFFAOYSA-N
  • [B-](F)(F)(F)F.[N+](=O)=O
Properties
NO2BF4
Molar mass 132.81 g·mol−1
Structure[1]
monoclinic
P21/c
a = 6.5567 Å, b = 6.8243 Å, c = 9.1244 Å
α = 90.0°, β = 104.40°, γ = 90.0°
395.44
4
Hazards
GHS labelling:
GHS05: CorrosiveGHS07: Exclamation markGHS08: Health hazard
Danger
H314, H317, H334
P260, P264, P272, P280, P285, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P304+P341, P305+P351+P338, P310, P321, P333+P313, P342+P311, P363, P405, P501
Safety data sheet (SDS)
Related compounds
Other cations
Nitrosonium tetrafluoroborate
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Nitronium tetrafluoroborate is an inorganic compound with formula NO2BF4. It is a salt of nitronium cation and tetrafluoroborate anion.[1] It is a colorless crystalline solid, which reacts with water to form the corrosive acids hydrogen fluoride (HF) and nitric acid (HNO3). As such, it must be handled under water-free conditions. It is sparsely soluble in many organic solvents.

Preparation

Nitronium tetrafluoroborate can be prepared by adding a mixture of anhydrous hydrogen fluoride and boron trifluoride to a nitromethane solution of nitric acid or dinitrogen pentoxide (N2O5).[2]

Applications

Nitronium tetrafluoroborate is used in organic synthesis as an electrophilic nitrating agent and a mild oxidant.[3]

References

  1. 1 2 Krossing, Ingo; Raabe, Ines; Birtalan, Esther (2007-01-12). "Nitronium tetrafluoroborate". Acta Crystallographica Section E: Structure Reports Online. 63 (2): i43–i44. doi:10.1107/S1600536807000207. ISSN 1600-5368.
  2. ↑ Kenneth Schofield (1980). Aromatic nitration. CUP Archive. p. 88. ISBN 0-521-23362-3.
  3. ↑ Olah, George A.; Prakash, G. K. Surya; Wang, Qi; Li, Xing-ya (2001-04-15). "Nitronium Tetrafluoroborate". In John Wiley & Sons, Ltd (ed.). Encyclopedia of Reagents for Organic Synthesis. John Wiley & Sons, Ltd. doi:10.1002/047084289x.rn043. ISBN 978-0-471-93623-7.