Structure via PubChem · Public domain (PubChem)
tris(pentafluorophenyl)borane
Sign in to saveTris(pentafluorophenyl)borane, sometimes referred to as "BCF", is the chemical compound . It is a white, volatile solid. The molecule consists of three pentafluorophenyl groups attached in a "paddle-wheel" manner to a central boron atom; the core is planar. It has been described as the “ideal Lewis acid” because of its high thermal stability and the relative inertness of the B-C bonds. Related fluoro-substituted boron compounds, such as those containing groups, decompose with formation of B-F bonds. Tris(pentafluorophenyl)borane is thermally stable at temperatures well over 200 °C, resistant t
Chemical data
- Formula
- C18BF15
- Molecular weight
- 512 g/mol
- IUPAC name
- tris(2,3,4,5,6-pentafluorophenyl)borane
- SMILES
- B(C1=C(C(=C(C(=C1F)F)F)F)F)(C2=C(C(=C(C(=C2F)F)F)F)F)C3=C(C(=C(C(=C3F)F)F)F)F
- InChIKey
- OBAJXDYVZBHCGT-UHFFFAOYSA-N
- Polar surface area
- 0 Ų
- H-bond donors
- 0
- H-bond acceptors
- 15
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 511.985
Show 4 more facts
- Commons category
- Tris(pentafluorophenyl)boron
- canonical SMILES
- B(C1=C(C(=C(C(=C1F)F)F)F)F)(C2=C(C(=C(C(=C2F)F)F)F)F)C3=C(C(=C(C(=C3F)F)F)F)F
- chemical formula
- C₁₈BF₁₅
- melting point
- 128.0
via Wikidata · CC0
~4 min read
Encyclopedic overview
8 sectionsContents
- Preparation
- Structure
- Lewis acidity
- Applications in catalysis
- Frustrated Lewis pair
- Other reactions
- References
- Extra reading
Tris(pentafluorophenyl)borane, sometimes referred to as "BCF", is the chemical compound . It is a white, volatile solid. The molecule consists of three pentafluorophenyl groups attached in a "paddle-wheel" manner to a central boron atom; the core is planar. It has been described as the “ideal Lewis acid” because of its high thermal stability and the relative inertness of the B-C bonds. Related fluoro-substituted boron compounds, such as those containing groups, decompose with formation of B-F bonds. Tris(pentafluorophenyl)borane is thermally stable at temperatures well over 200 °C, resistant to oxygen, and water-tolerant.
==Preparation== Tris(pentafluorophenyl)borane is prepared using a Grignard reagent derived from bromopentafluorobenzene:
Excerpted from Wikipedia’s “tris(pentafluorophenyl)borane” article, available under the CC BY-SA 4.0 licence.