:Nitronium tetrafluoroborate
{{chembox
| verifiedrevid = 428761165
| ImageFile=Nitronium-tetrafluoroborate-xtal-CM-3D-ellipsoids-A.png
| ImageSize=
| ImageFile1=Nitronium-tetrafluoroborate-xtal-3D-SF.png
| OtherNames = nitronium fluoroborate, {{chem|NO|2|BF|4}}
|Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite|correct|??}}
| CASNo = 13826-86-3
| PubChem = 11073463
| ChemSpiderID = 9248612
| EC_number = 237-533-5
| StdInChI=1S/BF4.NO2/c2-1(3,4)5;2-1-3/q-1;+1
| StdInChIKey = RGVZMPONLYFINH-UHFFFAOYSA-N
| SMILES = [B-](F)(F)(F)F.[N+](=O)=O
}}
|Section2={{Chembox Properties
| Formula = BNO2F4
| MolarMass = 132.81
| MeltingPt =
| BoilingPt =
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|Section3={{Chembox Hazards
| GHSPictograms = {{GHS05}}{{GHS07}}{{GHS08}}
| GHSSignalWord = Danger
| HPhrases = {{H-phrases|314|317|334}}
| PPhrases = {{P-phrases|260|261|264|272|280|285|301+330+331|302+352|303+361+353|304+340|304+341|305+351+338|310|321|333+313|342+311|363|405|501}}
| ExternalSDS = [http://msds.chem.ox.ac.uk/NI/nitronium_tetrafluoroborate.html]
}}
|Section8={{Chembox Related
| OtherCations = Nitrosonium tetrafluoroborate
}}
}}
Nitronium tetrafluoroborate is an inorganic compound with formula NO2BF4. It is a salt of nitronium cation and tetrafluoroborate anion.{{Cite journal |last=Krossing |first=Ingo |last2=Raabe |first2=Ines |last3=Birtalan |first3=Esther |date=2007-01-12 |title=Nitronium tetrafluoroborate |url=https://scripts.iucr.org/cgi-bin/paper?S1600536807000207 |journal=Acta Crystallographica Section E: Structure Reports Online |volume=63 |issue=2 |pages=i43–i44 |doi=10.1107/S1600536807000207 |issn=1600-5368}} 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.{{cite book| title = Aromatic nitration| author = Kenneth Schofield| publisher = CUP Archive| year = 1980| isbn = 0-521-23362-3| page = 88}}
Applications
Nitronium tetrafluoroborate is used in organic synthesis as an electrophilic nitrating agent and a mild oxidant.{{Citation |last=Olah |first=George A. |title=Nitronium Tetrafluoroborate |date=2001-04-15 |work=Encyclopedia of Reagents for Organic Synthesis |editor-last=John Wiley & Sons, Ltd |url=https://onlinelibrary.wiley.com/doi/10.1002/047084289X.rn043 |access-date=2024-11-27 |place=Chichester, UK |publisher=John Wiley & Sons, Ltd |language=en |doi=10.1002/047084289x.rn043 |isbn=978-0-471-93623-7 |last2=Prakash |first2=G. K. Surya |last3=Wang |first3=Qi |last4=Li |first4=Xing-ya|url-access=subscription }}
References
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