tris(pentafluorophenyl)borane

• ChemBase ID: 93436
• Molecular Formular: C18BF15
• Molecular Mass: 511.979648
• Monoisotopic Mass: 511.9853537
• SMILES: B(c1c(c(c(c(c1F)F)F)F)F)(c1c(c(c(c(c1F)F)F)F)F)c1c(c(c(c(c1F)F)F)F)F
• Canonical SMILES: Fc1c(B(c2c(F)c(F)c(c(c2F)F)F)c2c(F)c(F)c(c(c2F)F)F)c(F)c(c(c1F)F)F
• InChI: InChI=1S/C18BF15/c20-4-1(5(21)11(27)16(32)10(4)26)19(2-6(22)12(28)17(33)13(29)7(2)23)3-8(24)14(30)18(34)15(31)9(3)25
• InChIKey: OBAJXDYVZBHCGT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tris(pentafluorophenyl)borane
• IUPAC Traditional name: tris(pentafluorophenyl)boron
• Synonyms: Tris(perfluorophenyl)borane; Perfluorotriphenylborane; Tris(pentafluorophenyl)borane solution; Tris(pentafluorophenyl)borane; Fluomethuron; U - Fluometuron; Perfluorotriphenylboron; Tris(pentafluorophenyl)boron; Tris(pentafluorophenyl)boron; 反(五氟苯荃)硼; 三(五氟苯基)硼烷 溶液; 三(五氟苯基)硼; 三(五氟苯基)硼烷; 1,1-二甲基-3-[3-(三氟甲基)苯基]脲; 伏草隆

Database IDs

• CAS Number: 2164-17-2; 1109-15-5
• MDL Number: MFCD00269813
• Beilstein Number: 2931347
• Merck Index: 149755
• PubChem SID: 24867921; 162080121
• PubChem CID: 582056
• Chemspider ID: 505917
• Wikipedia Title: Tris(pentafluorophenyl)boron

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 7.9991
• LogD (pH = 7.4): 7.9991
• Log P: 7.9991
• Molar Refractivity: 79.6689 cm^3
• Polarizability: 29.265366 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: forms adduct in water
• Apperance: colorless solid
• Melting Point: 126-130°C; 126-130°C; 126-131 °C; 126-131 °C(lit.)
• Flash Point: 45 °F; 7 °C
• Density: 0.73 g/mL at 20 °C
• Refractive Index: n20/D 1.41

Safety Information

• Storage Warning: Moisture Sensitive; Toxic
• European Hazard Symbols: Flammable (F); Nature polluting (N); Toxic (T); Irritant (Xi); Harmful (Xn)
• UN Number: 1268; UN2811
• German water hazard class: 3
• Hazard Class: 3; 6.1
• Packing Group: 2; III
• Risk Statements: 11-38-50/53-65-67; 25-36/37/38-50/53; 36/37/38; R36/37/38
• Safety Statements: 20-26-36/37-45-57; 26-36; 60-61-62; S26 S36
• TSCA Listed: 是
• GHS Pictograms: GHS06; GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H301-H315-H319-H335-H400-H410; H315-H319-H335
• GHS Precautionary statements: P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A; P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• RID/ADR: UN 1268 3/PG 2

Product Information

• Purity: 95%; 97%; 98%
• Concentration: ~3% in Isopar® E
• Grade: technical
• Linear Formula: (C6F5)3B
• Empirical Formula (Hill Notation): C18BF15

DETAILS

Apollo Scientific Ltd - PC0791

Useful component of Ziegler-Nattametallocene catalyst for polyolefins.J. Organomet. Chem., 1964, 2, 245

Sigma Aldrich - 442593

Features and Benefits
A versatile reagent widely used in the preparation of d0 arene1 and other organometallic complexes2 useful as polymerization catalysts.3
Packaging
1, 5 g in ampule

Sigma Aldrich - 93442

Legal Information
Isopar is a registered trademark of Exxon Mobil Corp.

Sigma Aldrich - 442593

Features and Benefits
A versatile reagent widely used in the preparation of d0 arene1 and other organometallic complexes2 useful as polymerization catalysts.3
Packaging
1, 5 g in ampule

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).