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13826-86-3 - Nitronium tetrafluoroborate, 96% - Nitryl tetrafluoroborate - B20167 - Alfa Aesar

B20167 Nitronium tetrafluoroborate, 96%

CAS Number
Nitryl tetrafluoroborate

Size Price ($) Quantity Availability
5g 57.87
25g 193.64
100g 550.40
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Nitronium tetrafluoroborate, 96%


Chemical Properties

Formula Weight
Melting point
ca 240° dec.
Moisture Sensitive
Decomposes in water.


Nitronium tetrafluoroborate has been shown to be a versatile nitrating agent for nitrogen compounds, giving the corresponding N-nitro derivative when reacted with secondary aliphatic amines, an acyl aliphatic amine, a carbamate ester: a diacyl amine and primary amides.


Moisture sensitive. Store away from oxidizing agents, bases, water/moisture and heat. Keep the container tightly closed and place it in a cool, dry and well ventilated condition. Store under inert gas. Keep it refrigerated.

Literature References

George A. Olah, et al. Aromatic Substitution. VIII.1 Mechanism of the Nitronium Tetrafluoroborate Nitration of Alkylbenzenes in Tetramethylene Sulfone Solution. Remarks on Certain Aspects of Electrophilic Aromatic Substitution2.J. Am. Chem. Soc.,1961,83(22), 4571-4580.

George A. Olah, et al. Electrophilic reactions at single bonds. 25. Nitration of adamantane and diamantane with nitronium tetrafluoroborate.J. Am. Chem. Soc.,1993,115(6), 7246-7249.

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).

GHS Hazard and Precautionary Statements

Hazard Statements: H314-H318

Causes severe skin burns and eye damage. Causes serious eye damage.

Precautionary Statements: P260-P280-P303+P361+P353-P305+P351+P338-P301+P330+P331-P304+P340-P310-P363-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Immediately call a POISON CENTER or doctor/physician. Wash contaminated clothing before reuse. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

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