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About This Item
Linear Formula:
(C6F5)3B
CAS Number:
Molecular Weight:
511.98
NACRES:
NA.23
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
Quality Level
assay
95%
form
powder
greener alternative product characteristics
Catalysis
Learn more about the Principles of Green Chemistry.
sustainability
Greener Alternative Product
mp
126-131 °C (lit.)
greener alternative category
SMILES string
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
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
InChI key
OBAJXDYVZBHCGT-UHFFFAOYSA-N
General description
Tris(pentafluorophenyl)borane is a highly fluorinated, boron-based Lewis acid significantly stronger than its inorganic counterpart, BF₃. Unlike the pentafluorides of heavier group 15 elements, B(C₆F₅)₃ exhibits no oxidizing properties. Its pronounced electrophilicity and thermal stability make it a versatile reagent, capable of forming stable adducts with neutral and weak Lewis bases, as well as accepting anionic ligands from metal complexes. These attributes render B(C₆F₅)₃ highly valuable in organometallic catalysis, doping of organic semiconductors, and both solution-phase and vapor-phase material fabrication, including thin-film deposition.
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Application
Tris(pentafluorophenyl)borane can be used as:
- A surface passivation material to enhance the performance and stability of perovskite solar cells.
- A p-type dopant and a Lewis acid receptor in poly(3-hexylthiophene) (P3HT)-based organic field-effect transistors (OFETs) for environmental ammonia monitoring.
- A Lewis acid catalyst in the synthesis of advanced siloxane materials via Piers–Rubinsztajn reaction.
- A catalyst in the cyclopropanation of styrenes with aryldiazoacetates to synthesize cyclopropane derivatives under mild conditions.
- A versatile reagent widely used in the preparation of d0 arene and other organometallic complexes, useful as polymerization catalysts.
- Used with tri-tert-butylphosphine (570958) to study the heterolytic cleavage of dihydrogen at room temperature and one atmosphere pressure.
Features and Benefits
A versatile reagent widely used in the preparation of d0 arene and other organometallic complexes useful as polymerization catalysts.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Articles
The properties of many devices are limited by the intrinsic properties of the materials that compose them.
Postpassivation of Cs0. 05 (FA0. 83MA0. 17) 0.95 Pb (I0. 83Br0. 17) 3 perovskite films with tris (pentafluorophenyl) borane
Jia, Jinbiao and Dong, et al.
ACS Applied Materials & Interfaces, 13, 2472-2482 (2021)
Berthold Wegner et al.
Advanced science (Weinheim, Baden-Wurttemberg, Germany), 7(17), 2001322-2001322 (2020-10-01)
Molecular doping allows enhancement and precise control of electrical properties of organic semiconductors, and is thus of central technological relevance for organic (opto-) electronics. Beyond single-component molecular electron acceptors and donors, organic salts have recently emerged as a promising class
Dan Voicu et al.
ChemSusChem, 8(24), 4202-4208 (2015-11-27)
Separation of gaseous olefins and paraffins is one of the most important separation processes in the industry. Development of new cost-effective technologies aims at reducing the high energy consumption during the separation process. Here, we took advantage of the reaction
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 442593-100G-A | 04061841749974 |
| 442593-1G-A | 04061832282664 |
| 442593-5G-A | 04061833482704 |
