Trimethyloxonium tetrafluoroborate

• Catalog No.: A15175
• CAS Number: 420-37-1
• M. F.: C3H9BF4O
• M. W.: 147.9075728
• Purity: 96%

SYNONYMS

• Title: 三甲基钖四氟硼酸
• IUPAC name: tetrafluoroboranuide; trimethyloxidanium
• IUPAC Traditional name: trimethyloxidanium tetrafluoroborate

DATABASE IDS

• MDL Number: MFCD00011798
• Beilstein Number: 3597303
• EC Number: 206-994-4
• CAS Number: 420-37-1

PROPERTIES

• Purity: 96%
• Melting Point: ca 190°C dec.
• GHS Hazard statements: H314-H318
• European Hazard Symbols: Corrosive (C)
• GHS Precautionary statements: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A
• Risk Statements: 34
• Safety Statements: 26-36/37/39-45
• Storage Warning: Moisture Sensitive
• TSCA Listed: 是
• Hazard Class: 8
• UN Number: UN3261
• Packing Group: II

REFERENCES

• Trialkyloxonium salts, also known as Meerwein's salts, are powerful alkylating agents under mild conditions. For general reactions of trialkyloxonium salts, see Triethyloxonium tetrafluoroborate, A14420. For a brief feature of their uses in synthesis, see: Synlett, 195 (2004).
• Alkylation of ethylene thioacetals proceeds only to the monoalkyl salt unless water is added, when the thioacetal is cleaved to give the carbonyl compound and the tetraalkyl ethane bis-sulfonium salt: Synthesis, 135 (1981). Alkylation on S to promote leaving group ability has also been used in a synthesis of oxiranes from ?-hydroxy sulfides: J. Am. Chem. Soc., 95, 3429 (1973); J. Chem. Soc., Chem. Commun., 714 (1975).
• N,N-Dialkyl arylcarboxamides, useful as substrates for directed metallation reactions, can be converted to methyl esters in high yield: Tetrahedron, 56, 9875 (2000).