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

B20167 Nitronium tetrafluoroborate, 96%

Número CAS
13826-86-3
Nombre Alternativo
Nitryl tetrafluoroborate

Tamaño Precio ($) Cantidad Disponibilidad
5g 65,60
25g 192,00
100g 681,00
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Nitronium tetrafluoroborate, 96%

MDL
MFCD00011432
EINECS
237-533-5

Propiedades químicas

Fórmula
BF4NO2
Peso molecular
132.81
Punto de fusión
ca 240° dec.
Sensibilidad
Moisture Sensitive
Solubilidad
Decomposes in water.

Aplicaciones

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.

Notas

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.

Referencias documentales

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).

Indicaciones de peligro y de precaución del GHS

Indicaciones de peligro (UE): H314-H318

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

Indicaciones de precaución: 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.

Otras referencias

Clase de peligro
8
Grupo de embalaje
II
Código de tarifa arancelaria unificado
2826.90
TSCA
Yes
RTECS
QX8620000

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