Tris(pentafluorophenyl)borane, 97%, Thermo Scientific Chemicals
Tris(pentafluorophenyl)borane, 97%, Thermo Scientific Chemicals
Thermo Scientific Chemicals

Tris(pentafluorophenyl)borane, 97%, Thermo Scientific Chemicals

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1 g
5 g
Catalog number L18054.03
also known as L18054-03
Price (USD)/ Each
152.65
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169.00 
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Quantity:
1 g
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Price (USD)/ Each
152.65
Online exclusive
169.00 
Save 16.35 (10%)
Add to cart
Tris(pentafluorophenyl)borane, 97%, Thermo Scientific Chemicals
Catalog numberL18054.03
Price (USD)/ Each
152.65
Online exclusive
169.00 
Save 16.35 (10%)
-
Add to cart
Chemical Identifiers
CAS1109-15-5
IUPAC Nametris(2,3,4,5,6-pentafluorophenyl)borane
Molecular FormulaC18BF15
InChI KeyOBAJXDYVZBHCGT-UHFFFAOYSA-N
SMILESFC1=C(F)C(F)=C(B(C2=C(F)C(F)=C(F)C(F)=C2F)C2=C(F)C(F)=C(F)C(F)=C2F)C(F)=C1F
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SpecificationsSpecification SheetSpecification Sheet
Appearance (Color)White to pale cream or pale grey
Assay from Supplier's CofA≥96.0%
FormPowder
Fluorine-19 NMRConforms to structure
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.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

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.

Solubility
Soluble in hexane, chloroform, dichloromethane, toluene, and polar solvents.

Notes
Moisture sensitive. Incompatible with strong oxidizing agents and trimethylaluminum.
RUO – Research Use Only

General References:

  1. 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° 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 Triethyl silane, 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).
  2. 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).
  3. 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.
  4. 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.