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Nitronium tetrafluoroborate

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Nitronium tetrafluoroborate
Names
Other names nitronium fluoroborate, NO
2BF
4
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.034.107 Edit this at Wikidata
EC Number
  • 237-533-5
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/BF4.NO2/c2-1(3,4)5;2-1-3/q-1;+1Key: RGVZMPONLYFINH-UHFFFAOYSA-N
SMILES
  • (F)(F)(F)F.(=O)=O
Properties
Chemical formula BNO2F4
Molar mass 132.81
Hazards
GHS labelling:
Pictograms GHS05: CorrosiveGHS07: Exclamation markGHS08: Health hazard
Signal word Danger
Hazard statements H314, H317, H334
Precautionary statements P260, P261, 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 , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

Nitronium tetrafluoroborate is an inorganic compound with formula NO2BF4. It is a salt of nitronium cation and tetrafluoroborate anion. It is a colorless crystalline solid, which reacts with water to form the corrosive acids HF and 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.

Applications

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

References

  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.
  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), John Wiley & Sons, Ltd (ed.), "Nitronium Tetrafluoroborate", Encyclopedia of Reagents for Organic Synthesis, Chichester, UK: John Wiley & Sons, Ltd, doi:10.1002/047084289x.rn043, ISBN 978-0-471-93623-7, retrieved 2024-11-27
Salts and covalent derivatives of the tetrafluoroborate ion
HBF4 He
LiBF4 Be B C7H7BF4
BF4
BF4
(TEDA)BF4 		NOBF4
NO2BF4
NH4BF4 		O F Ne
NaBF4 Mg(BF4)2 Al Si P S Cl Ar
KBF4 Ca(BF4)2 Sc Ti V (BF4)3
(BF4)2 		Mn(BF4)2 Fe(BF4)2
FeO(BF4)2
BF4 		Co(BF4)2 Ni(BF4)2
(BF4)2 		Cu(BF4)2 Zn(BF4)2 Ga Ge As Se Br Kr
RbBF4 Sr(BF4)2 Y Zr Nb (BF4)4
(BF4)4 		(BF4)4 (BF4)2 (BF4)3
(BF4)4 		(BF4)2 AgBF4 Cd(BF4)2 In(BF4)3 Sn(BF4)2 Sb Te (IPy2)BF4 Xe
CsBF4 Ba(BF4)2 * Lu Hf Ta W Re Os Ir Pt(BF4)2 Au Hg(BF4)2 TlBF4 Pb(BF4)2 Bi Po At Rn
Fr Ra ** Lr Rf Db Sg Bh Hs Mt Ds Rg Cn Nh Fl Mc Lv Ts Og
 
* La Ce Pr Nd Pm Sm Eu Gd Tb Dy Ho Er Tm Yb
** Ac Th Pa U Np Pu Am Cm Bk Cf Es Fm Md No
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