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1109-15-5 - Tris(pentafluorophenyl)borane, 97% - Perfluorotriphenylborane - L18054 - Alfa Aesar

L18054 Tris(pentafluorophenyl)borane, 97%

CAS Number
1109-15-5
Synonyms
Perfluorotriphenylborane

Size Price ($) Quantity Availability
1g 124.00
5g 409.00
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Tris(pentafluorophenyl)borane, 97%

MDL
MFCD00269813

Chemical Properties

Formula
C18BF15
Formula Weight
511.99
Melting point
126-130°
Sensitivity
Moisture Sensitive
Solubility
Soluble in hexane, chloroform, dichloromethane, toluene, and polar solvents.

Applications

Tris(pentafluorophenyl)borane is used as an excellent activator component in homogeneous Ziegler-Natta chemistry. It is also used as a catalyst for reductions, alkylations, hydrometallation reactions and catalyzed aldol-type reactions. It is a useful Lewis acid and catalyzes hydrosilylation of aldehydes. Further, it is used in olefin polymerization catalysis. It serves as a reagent in the preparation of organometallic complexes. In addition to this, it is useful as polymerization catalysts and used to study the heterolytic cleavage of dihydrogen in associated with tri-tert-butylphosphine.

Notes

Moisture sensitive. Incompatible with strong oxidizing agents and trimethylaluminum.

Literature 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 -78o 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 ß-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, 381 (2002).

Wang, Q.; Zheng, D.; McKinnon, M. E.; Yang, X. Q.; Qu, D. Kinetic investigation of catalytic disproportionation of superoxide ions in the non-aqueous electrolyte used in Li-air batteries. J. Power Sources 2015, 274, 1005-1008.

Ren, X.; Li, G.; Wei, S.; Du, H. Facile Development of Chiral Alkenylboranes from Chiral Diynes for Asymmetric Hydrogenation of Silyl Enol Ethers. Org. Lett. 2015, 17 (4), 990-993.

GHS Hazard and Precautionary Statements

Hazard Statements: H301-H315-H319-H335

Toxic if swallowed. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P261-P280a-P301+P310a-P305+P351+P338-P405-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves and eye/face protection. IF SWALLOWED: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Merck
14,9755
Beilstein
2931347
Hazard Class
6.1
Packing Group
III
Harmonized Tariff Code
2931.90
TSCA
Yes

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