Tris(pentafluorophenyl)borane

• Catalog No.: L18054
• CAS Number: 1109-15-5
• M. F.: C18BF15
• M. W.: 511.979648
• Purity: 97%

SYNONYMS

• Title: 三(五氟苯基)硼
• IUPAC name: tris(pentafluorophenyl)borane
• IUPAC Traditional name: tris(pentafluorophenyl)boron
• Synonyms: Perfluorotriphenylborane

DATABASE IDS

• MDL Number: MFCD00269813
• CAS Number: 1109-15-5
• Beilstein Number: 2931347
• Merck Index: 149755

PROPERTIES

• Purity: 97%
• Melting Point: 126-130°C
• GHS Hazard statements: H301-H315-H319-H335-H400-H410
• European Hazard Symbols: Toxic (T)
• European Hazard Symbols: Nature polluting (N)
• GHS Precautionary statements: P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A
• Risk Statements: 25-36/37/38-50/53
• Safety Statements: 20-26-36/37-45-57
• Storage Warning: Moisture Sensitive
• TSCA Listed: 是
• Hazard Class: 6.1
• UN Number: UN2811
• Packing Group: III

REFERENCES

• Air-stable, water-tolerant Lewis acid; for a review, see: Chem. Soc. Rev., 26, 345 (1997). Introduced by Yamamoto as a catalyst (2 mol%) for aldol condensations between silyl enol ethers and aldehydes under extremely mild conditions at temperatures between -78^o and ambient. Also effective for Michael additions of silyl enol ethers with enones: Synlett, 577 (1993). Low-temperature condensation of ester enol silanes with imines provides a route to ?-amino esters: Synlett, 963 (1994). Superior catalyst to TBAF for O-silylation with trialkyl or triaryl silanes. Alcohols and phenols are silylated using 2-8 mol% catalyst, with secondary and tertiary alcohols reacting faster than primary: J. Org. Chem., 64, 4887 (1999). Effective catalyst for reduction with Triethylsilane, A10320, of alcohols and ethers to alkyls: Tetrahedron Lett., 40, 8919 (1999). Catalyst for highly efficient hydrosilylation of olefins with silanes R₃SiH: J. Org. Chem., 67, 1936 (2002).
• Catalyst for regioselective rearrangement of epoxides to carbonyl compounds: Synlett., 721 (1995), and efficient cleavage of epoxides with allyl and propargyl alcohols, amines and thiols: Tetrahedron Lett., 43, 3801 (2002).