dioxoazanium; tetrafluoroboranuide

• ChemBase ID: 6427
• Molecular Formular: BF4HNO2-
• Molecular Mass: 133.8180528
• Monoisotopic Mass: 134.00364656
• SMILES: O=[NH+][O-].F[B-](F)(F)F
• Canonical SMILES: F[B-](F)(F)F.[O-][NH+]=O
• InChI: InChI=1S/BF4.HNO2/c2-1(3,4)5;2-1-3/h;1H/q-1
• InChIKey: XYRQURYIJKJVSF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: dioxoazanium; tetrafluoroboranuide
• IUPAC Traditional name: dioxidonitrogen(1+) tetrafluoroborate
• Synonyms: Nitronium tetrafluoroborate; Nitronium tetrafluoroborate; Nitryl tetrafluoroborate; Nitronium tetrafluoroborate 95%; Nitronium tetrafluoroborate solution; Nitronium tetrafluoroborate 95%, 0.5M solution in sulpholane; 四氟硼酸硝; 四氟硼酸硝 溶液

Database IDs

• CAS Number: 13826-86-3
• EC Number: 237-533-5
• MDL Number: MFCD00011432
• PubChem SID: 160969734; 24850570; 24862622
• PubChem CID: 26296

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): -1.13
• LogD (pH = 7.4): -1.13
• Log P: -1.13
• Molar Refractivity: 6.0052 cm^3
• Polarizability: 3.1085358 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Crystalline
• Melting Point: ca 240°C dec.
• Density: 1.268 g/mL at 25 °C; 1.29 g/mL at 20 °C

Safety Information

• Storage Warning: Corrosive/Harmful/Moisture Sensitive/Keep Cold/Store under Argon; Corrosive/Hygroscopic/Keep Cold; HYGROSCOPIC, CORROSIVE; Moisture Sensitive
• RTECS: QX8620000
• European Hazard Symbols: Corrosive (C)
• UN Number: 3260; 3264; UN3260
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2; II
• Risk Statements: 22-34-42/43; 34; 34-42/43
• Safety Statements: 23-26-36/37/39-45; 26-36/37/39-45
• TSCA Listed: true; 是
• GHS Pictograms: GHS05; GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H314-H317-H334; H314-H317-H334; H314-H318
• GHS Precautionary statements: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A; P261-P280-P305 + P351 + P338-P310; P280-P303+P361+P353-P305+P351+P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges; Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3260 8/PG 2; UN 3264 8/PG 2
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95%; ≥95.0% (T); 90%; 95%; 96%
• Concentration: ~0.5 M in sulfolane; 0.5 M in sulfolane
• Grade: purum
• Quality: packed in PTFE bottles
• Linear Formula: NO2BF4

DETAILS

Apollo Scientific Ltd - PC5270

Powerful nitrating agent. In Teflon bottle

Sigma Aldrich - 366153

Packaging
5, 25 g in PFA/FEP bottle
Application
Reactant for preparation of:
• Anologues of SCH 39166 as potent and selective dopamine D1 receptor antagonists1
• Anticonvulsant agent SB-406725A2
• Nitro-derivatives of chlorambucil conjugated to prasterone and pregnenolone as anticancer agents3
• Nano-sized cryptomelane particles for the formation of potentiometric potassium ion sensors4
• Nitro- and aminoindole derivatives5
• Hydroxynitroalkyl esters as affectors of metabolism of sulfate-reducing bacteria6
• Fluorescence probes to monitor the generation of nitrative stress in neurodegenerative disorders7Used as:
• Oxidizing agent in high-power Li-ion battery technology for large-scale applications as required for plug-in hybrid vehicles8

Sigma Aldrich - 176303

Packaging
200 mL in poly bottle
Application
Reactant for preparation of:
• Anologues of SCH 39166 as potent and selective dopamine D1 receptor antagonists1
• Anticonvulsant agent SB-406725A2
• Nitro-derivatives of chlorambucil conjugated to prasterone and pregnenolone as anticancer agents3
• Nano-sized cryptomelane particles for the formation of potentiometric potassium ion sensors4
• Nitro- and aminoindole derivatives5
• Hydroxynitroalkyl esters as affectors of metabolism of sulfate-reducing bacteria6
• Fluorescence probes to monitor the generation of nitrative stress in neurodegenerative disorders7Used as:
• Oxidizing agent in high-power Li-ion battery technology for large-scale applications as required for plug-in hybrid vehicles8

Sigma Aldrich - 73508

Application
Reactant for preparation of:
• Anologues of SCH 39166 as potent and selective dopamine D1 receptor antagonists1
• Anticonvulsant agent SB-406725A2
• Nitro-derivatives of chlorambucil conjugated to prasterone and pregnenolone as anticancer agents3
• Nano-sized cryptomelane particles for the formation of potentiometric potassium ion sensors4
• Nitro- and aminoindole derivatives5
• Hydroxynitroalkyl esters as affectors of metabolism of sulfate-reducing bacteria6
• Fluorescence probes to monitor the generation of nitrative stress in neurodegenerative disorders7Used as:
• Oxidizing agent in high-power Li-ion battery technology for large-scale applications as required for plug-in hybrid vehicles8

Sigma Aldrich - 73509

Application
Reactant for preparation of:
• Anologues of SCH 39166 as potent and selective dopamine D1 receptor antagonists1
• Anticonvulsant agent SB-406725A2
• Nitro-derivatives of chlorambucil conjugated to prasterone and pregnenolone as anticancer agents3
• Nano-sized cryptomelane particles for the formation of potentiometric potassium ion sensors4
• Nitro- and aminoindole derivatives5
• Hydroxynitroalkyl esters as affectors of metabolism of sulfate-reducing bacteria6
• Fluorescence probes to monitor the generation of nitrative stress in neurodegenerative disorders7Used as:
• Oxidizing agent in high-power Li-ion battery technology for large-scale applications as required for plug-in hybrid vehicles8

REFERENCES

• Crystalline salt of the active species in the nitration of arenes. Enables nitration to be carried out in non-aqueous, non-acidic systems (typically in Sulfolane, A13466). For mono- and dinitration of o-tolunitrile without hydrolysis, see: J. Chem. Soc., 4257 (1956); J. Am. Chem. Soc., 83, 4564 (1961).
• In acetonitrile solution, addition of the nitronium ion to alkenes, followed by Ritter reaction of the resulting carbonium ion with the solvent, leads to the nitroacetamide: J. Org. Chem., 36, 3641 (1971).
• Allylsilanes undergo desilylative nitration with allylic rearrangement; in chiral systems the reaction is enantioselective, useful in the synthesis of (E)-olefin dipeptide isosteres: J. Org. Chem., 60, 7714 (1995).
• Has also been used for the oxidative cleavage of O-methyl ethers of aliphatic alcohols; e.g. benzyl methyl ether is cleaved to benzaldehyde: J. Org. Chem., 42, 3097 (1977). Ethylene dithioacetals are cleaved to carbonyl compounds: Synthesis, 273 (1979).