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

B20167 Nitronium tetrafluoroborate, 96%

Numéro de CAS
13826-86-3
Synonymes
Nitryl tetrafluoroborate

Conditionnement Prix ($) Quantité Disponibilité
5g 65,60
25g 192,00
100g 681,00
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Nitronium tetrafluoroborate, 96%

MDL
MFCD00011432
EINECS
237-533-5

Propriétés chimiques

Formule
BF4NO2
Poids moleculaire
132.81
Point de fusion
ca 240° dec.
Sensibilité
Moisture Sensitive
Solubilité
Decomposes in water.

Applications

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.

Notes

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.

Références bibliographiques

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).

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H314-H318

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

Mentions de prudence: P260u-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501a

Do not breathe dusts or mists. 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. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Autres références

Classe de danger
8
Groupe d'emballage
II
Code tarifaire harmonisé
2826.90
TSCA
Yes
RTECS
QX8620000

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Catalyseurs

Analytique et matériel de laboratoire