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366153

Sigma-Aldrich

Nitronium tetrafluoroborate

≥95%

Synonym(s):

Nitronium fluoroborate, Nitronium tetrafluoroboron, Nitryl fluoborate, Nitryl tetrafluoroborate

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About This Item

Linear Formula:
NO2BF4
CAS Number:
13826-86-3
Molecular Weight:
132.81
EC Number:
237-533-5
MDL number:
MFCD00011432
UNSPSC Code:
12352102
PubChem Substance ID:
24862622
NACRES:
NA.22

assay

≥95%

form

solid

storage temp.

2-8°C

SMILES string

O=[N+]=O.F[B-](F)(F)F

InChI

1S/BF4.NO2/c2-1(3,4)5;2-1-3/q-1;+1

InChI key

RGVZMPONLYFINH-UHFFFAOYSA-N

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Application

Nitronium tetrafluoroborate (NO2BF4) can be used as a reactant for preparation of:
  • Analogs of SCH 39166 as potent and selective dopamine D1 receptor antagonists.
  • Anticonvulsant agent SB-406725A.
  • Nitro-derivatives of chlorambucil conjugated to prasterone and pregnenolone as anticancer agents.
  • Nano-sized cryptomelane particles for the formation of potentiometric potassium ion sensors.
  • Nitro- and aminoindole derivatives.
  • Hydroxynitroalkyl esters as affectors of metabolism of sulfate-reducing bacteria.
  • Fluorescence probes to monitor the generation of nitrative stress in neurodegenerative disorders.

NO2BF4 is also used as an oxidizing agent in high-power Li-ion battery technology for large-scale applications as required for plug-in hybrid vehicles.
Reactant for preparation of:
  • Anologues of SCH 39166 as potent and selective dopamine D1 receptor antagonists
  • Anticonvulsant agent SB-406725A
  • Nitro-derivatives of chlorambucil conjugated to prasterone and pregnenolone as anticancer agents
  • Nano-sized cryptomelane particles for the formation of potentiometric potassium ion sensors
  • Nitro- and aminoindole derivatives
  • Hydroxynitroalkyl esters as affectors of metabolism of sulfate-reducing bacteria
  • Fluorescence probes to monitor the generation of nitrative stress in neurodegenerative disorders

Used as:
  • Oxidizing agent in high-power Li-ion battery technology for large-scale applications as required for plug-in hybrid vehicles

pictograms

Health hazardCorrosion
GHS08,GHS05

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Resp. Sens. 1 - Skin Corr. 1B - Skin Sens. 1

Storage Class

8B - Non-combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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The Development of a New Manufacturing Route to the Novel Anticonvulsant, SB-406725A.
Walker MD, et al.
Organic Process Research & Development, 14(1), 108-113 (2009)
To determine the cytotoxicity of chlorambucil and one of its nitro-derivatives, conjugated to prasterone and pregnenolone, towards eight human cancer cell-lines.
Shervington LA, et al.
European Journal of Medicinal Chemistry, 44(7), 2944-2951 (2009)
Nitration of dimethyl 1-substituted indole-2, 3-dicarboxylates: synthesis of nitro-and aminoindole derivatives.
Miki Y, et al.
Heterocycles, 71(11), 2457-2463 (2007)
Mechanism-based molecular design of highly selective fluorescence probes for nitrative stress.
Ueno T, et al.
Journal of the American Chemical Society, 128(33), 10640-10641 (2006)
Preparation and electrochemical properties of nano-sized cryptomelane particles for the formation of potentiometric potassium ion sensors.
Sauvage F, et al.
Microchimica Acta, 164(3-4), 363-369 (2009)
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