Boron trifluoride etherate

Boron trifluoride etherate
Names
Other names
Boron Trifluoride Ethyl Ether
Boron Trifluoride Diethyl Etherate
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.003.355
UNII
UN number 2604
  • InChI=1S/C4H10O.BF3/c1-3-5-4-2;2-1(3)4/h3-4H2,1-2H3;
    Key: KZMGYPLQYOPHEL-UHFFFAOYSA-N
  • B(F)(F)F.CCOCC
Properties
C4H10BF3O
Molar mass 141.93 g·mol−1
Appearance colorless liquid
Density 1.15 g cm3
Melting point −58 °C (−72 °F; 215 K)
Boiling point 126 °C (259 °F; 399 K)
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Flammable, Reacts with water, Corrosive
GHS labelling:
Danger
NFPA 704 (fire diamond)
3
2
2
Flash point 58.5 °C (137.3 °F; 331.6 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Boron trifluoride etherate, strictly boron trifluoride diethyl etherate, or boron trifluoride–ether complex, is the chemical compound with the formula BF3O(C2H5)2, often abbreviated BF3OEt2. It is a colorless liquid, although older samples can appear brown. The compound is used as a source of boron trifluoride in many chemical reactions that require a Lewis acid.[1] The compound features tetrahedral boron coordinated to a diethylether ligand.[2] Many analogues are known, including the methanol complex.

Reactions

Boron trifluoride etherate serves as a source of boron trifluoride according to the equilibrium:

BF3OEt2 BF3 + OEt2

The BF3 binds to even weak Lewis bases, inducing reactions of the resulting adducts with nucleophiles.[1]

References

  1. ^ a b Veronica Cornel; Carl J. Lovely (2007). "Boron Trifluoride Etherate". Encyclopedia of Reagents for Organic Synthesis. John Wiley & Sons. pp. rb249.pub2. doi:10.1002/047084289X.rb249.pub2. ISBN 978-0-471-93623-7.
  2. ^ V. V. Saraev; P. B. Kraikivskii; I. Svoboda; A. S. Kuzakov; R. F. Jordan (2008). "Synthesis, Molecular Structure, and EPR Analysis of the Three-Coordinate Ni(I) Complex [Ni(PPh3)3][BF4]". J. Phys. Chem. A. 112 (48): 12449–12455. Bibcode:2008JPCA..11212449S. doi:10.1021/jp802462x. PMID 18991433.