Nitronium tetrafluoroborate

• Catalog No.: B20167
• CAS Number: 13826-86-3
• M. F.: BF4HNO2-
• M. W.: 133.8180528
• Purity: 96%

SYNONYMS

• Title: 四氟硼酸硝
• IUPAC name: dioxoazanium; tetrafluoroboranuide
• IUPAC Traditional name: dioxidonitrogen(1+) tetrafluoroborate
• Synonyms: Nitryl tetrafluoroborate

DATABASE IDS

• CAS Number: 13826-86-3
• EC Number: 237-533-5
• MDL Number: MFCD00011432

PROPERTIES

• Purity: 96%
• Melting Point: ca 240°C dec.
• GHS Hazard statements: H314-H318
• European Hazard Symbols: Corrosive (C)
• GHS Precautionary statements: P280-P303+P361+P353-P305+P351+P338-P310
• Risk Statements: 34
• RTECS: QX8620000
• Safety Statements: 26-36/37/39-45
• Storage Warning: Moisture Sensitive
• TSCA Listed: 是
• Hazard Class: 8
• UN Number: UN3260
• Packing Group: II

REFERENCES

• 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).