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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

Signal Word

Danger

Hazard Statements

H314,H317,H334

Hazard Classifications

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

Storage Class Code

8B - Non-combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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