Boron trifluoride etherate

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.

Boron trifluoride etherate
Bond Line Structure of Boron Trifluoride Etherate
Boron Trifluoride Ball and Stick Model
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:
GHS02: Flammable GHS05: Corrosive GHS06: Toxic GHS07: Exclamation mark GHS08: Health hazard
Danger
NFPA 704 (fire diamond)
NFPA 704 four-colored diamond
3
2
2
W
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

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. 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.
This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.