TRIS(PENTAFLUOROPHENYL)BORANE Chemical Properties

Melting point:

126-131 °C (lit.)

Boiling point:

327.3±42.0 °C(Predicted)

Density 

0.73 g/mL at 20 °C

refractive index 

n20/D 1.41

Flash point:

7 °C

storage temp. 

Inert atmosphere,Store in freezer, under -20°C

solubility 

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

form 

Powder

Specific Gravity

1.7

color 

White to light yellow-beige

Sensitive 

Moisture Sensitive

Hydrolytic Sensitivity

4: no reaction with water under neutral conditions

λmax

306nm(Toluene)(lit.)

Merck 

14,9755

BRN 

2931347

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

SMILES

Fc1c(F)c(F)c(B(c2c(F)c(F)c(F)c(F)c2F)c3c(F)c(F)c(F)c(F)c3F)c(F)c1F

CAS DataBase Reference

1109-15-5(CAS DataBase Reference)

EPA Substance Registry System

Borane, tris(2,3,4,5,6-pentafluorophenyl)- (1109-15-5)

Safety Information

Hazard Codes 

Xi,T,N,Xn,F

Risk Statements 

36/37/38-25-67-65-50/53-38-11

Safety Statements 

60-61-62-45-37/39-26-36

RIDADR 

UN 1268 3/PG 2

WGK Germany 

3

TSCA 

TSCA listed

HazardClass 

6.1

PackingGroup 

III

HS Code 

29039990

Storage Class

11 - Combustible Solids

Hazard Classifications

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

TRIS(PENTAFLUOROPHENYL)BORANE Usage And Synthesis

Uses

Tris(pentafluorophenyl)borane (CAS# 1109-15-5) is a useful research chemical, used as a catalyst in the metal-free catalytic reductive cleavage of enol ethers via proposed mechanism of tandem hydrosilylation and silicon-​assisted β-​elimination. Tris(pentafluorophenyl)borane also appears as an ancillary ligand in luminescent isocyano Rh(I) complexes.

Chemical Properties

white powder

Uses

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.

Uses

Catalyst in organic transformations; cocatalyst with group IV metallocene alkyls in olefin polymerization.

General Description

B(C₆F₅)₃ is a Lewis acid, stronger than the inorganic parent molecule BF₃. In contrast to the prominent Lewis acids, the pentafluorides of the heavier elements of group 15, B(C₆F₅)₃ has no oxidizing properties. B(C₆F₅)₃ forms adducts with neutral and weaker Lewis bases. B(C₆F₅)₃ has the capability to easily accept anionic ligands bonded to metals.

Synthesis

A three-necked vial (250 mL) was charged with pentafluorobromobenzene (0.09 mol, 22.2 g) followed by 2-methyltetrahydrofuran Furan (100 mL). n-BuLi (2.5 M, 0.09 mol, 36 mL) was added dropwise at 25 ??C and reacted for 6.0h After that, trimethyl borate (0.03 mol, 3.1 g) was added dropwise at 25 ??C for 10 min. at 25 ??C . After 16h of reaction at 25??C, the reaction was monitored by GC. The reaction solution was poured into water and extracted twice with 2-methyltetrahydrofuran, . The organic layers were combined, washed twice with water and once with saturated saline, the organic layer was dried with sodium sulfate, and the was evaporated under reduced pressure. 2-methyltetrahydrofuran and recovered 2-methyltetrahydrofuran to obtain the crude product, which was recrystallized with n-hexane to obtain trans-(pentafluorophenyltetrazolium)boron (0.0049 mol, 2.48 g) in a yield of 16.2%.

TRIS(PENTAFLUOROPHENYL)BORANE(1109-15-5)Related Product Information

• Tris(nonylphenyl) phosphite
• TRIS(PENTAFLUOROPHENYL)PHOSPHINE
• (TRIPHENYLSILYL)ACETYLENE 98
• TRIPHENYLFLUOROSILANE
• TRIS(METHYLCYCLOPENTADIENYL)YTTRIUM (III)
• (TERT-BUTYLIMIDO)TRIS(ETHYLMETHYLAMINO)TANTALUM
• TRIS(METHYLCYCLOPENTADIENYL)ERBIUM
• Tris(triphenylphosphine)ruthenium(II) chloride
• TRIS(TETRAMETHYLCYCLOPENTADIENYL)CERIUM
• BISMUTH TRIS(2,2,6,6-TETRAMETHYL-3,5-HEPTANEDIONATE)
• TRI-P-TOLYLPHOSPHINE
• TRIS(2-METHOXYPHENYL)PHOSPHINE
• Tris(2-phenylpyridine)iridium (Ir(ppy)3)
• TRIS(2-CHLOROETHYL) PHOSPHITE
• Iridium(III) acetylacetonate
• Tris(dipivaloylmethanato)lanthanum
• Pentafluorobenzene
• Boron