Nitronium Tetrafluoroborate

Nitronium tetrafluoroborate
Names
	Other names nitronium fluoroborate
Identifiers
CAS Number	13826-86-3 ;
3D model (JSmol)	Interactive image;
ChemSpider	9248612;
EC Number	237-533-5;
PubChem CID	11073463;
	InChI InChI=1S/BF4.NO2/c2-1(3,4)5;2-1-3/q-1;+1 Key: RGVZMPONLYFINH-UHFFFAOYSA-N;
	SMILES [B-](F)(F)(F)F.[N+](=O)=O;
Properties
Chemical formula	NO; 2BF; 4
Molar mass	132.81 g·mol−1
Structure
Crystal structure	monoclinic
Space group	P21/c
Lattice constant	a = 6.5567 Å, b = 6.8243 Å, c = 9.1244 Å α = 90.0°, β = 104.40°, γ = 90.0°
Lattice volume (V)	395.44
Formula units (Z)	4
Hazards
Safety data sheet	[1]
GHS pictograms
GHS Signal word	Danger
GHS hazard statements	H314, H317, H334
GHS precautionary statements	P260, P264, P272, P280, P285, P301+330+331, P302+352, P303+361+353, P304+340, P304+341, P305+351+338, P310, P321, P333+313, P342+311, P363, P405, P501
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 NO
2BF
4. 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 (HNO
3). 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 (N
2O
5).^[2]

Applications

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

References

↑ ^1.0 ^1.1 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. https://scripts.iucr.org/cgi-bin/paper?S1600536807000207.
↑ Kenneth Schofield (1980). Aromatic nitration. CUP Archive. p. 88. ISBN 0-521-23362-3.
↑ Olah, George A.; Prakash, G. K. Surya; Wang, Qi; Li, Xing-ya (2001-04-15). "Nitronium Tetrafluoroborate". in John Wiley & Sons, Ltd (in en). Encyclopedia of Reagents for Organic Synthesis. John Wiley & Sons, Ltd. doi:10.1002/047084289x.rn043. ISBN 978-0-471-93623-7.

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[Xtal-1] 1.0 ^1.1 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. https://scripts.iucr.org/cgi-bin/paper?S1600536807000207.

[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 (in en). Encyclopedia of Reagents for Organic Synthesis. John Wiley & Sons, Ltd. doi:10.1002/047084289x.rn043. ISBN 978-0-471-93623-7.

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