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Boron trifluoride etherate

Names
Other names Boron Trifluoride Ethyl Ether Boron Trifluoride Diethyl Etherate
Identifiers
CAS Number	109-63-7
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL1710835
ChemSpider	17983029
ECHA InfoCard	100.003.355
PubChem CID	517922
UNII	422VHH19IT
UN number	2604
CompTox Dashboard (EPA)	DTXSID90985377, DTXSID601015537 DTXSID40861733, DTXSID90985377, DTXSID601015537
InChI InChI=1S/C4H10O.BF3/c1-3-5-4-2;2-1(3)4/h3-4H2,1-2H3;Key: KZMGYPLQYOPHEL-UHFFFAOYSA-N
SMILES B(F)(F)F.CCOCC
Properties
Chemical formula	C4H10BF3O
Molar mass	141.93 g·mol
Appearance	colorless liquid
Density	1.15 g cm
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:
Pictograms
Signal word	Danger
NFPA 704 (fire diamond)	3 2 2W
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 , 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. The compound features tetrahedral boron coordinated to a diethylether ligand. Many analogues are known, including the methanol complex.

Reactions

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

BF₃OEt₂ ${\displaystyle {\ce {<=>>}}}$ BF₃ + OEt₂

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

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 ". J. Phys. Chem. A. 112 (48): 12449–12455. Bibcode:2008JPCA..11212449S. doi:10.1021/jp802462x. PMID 18991433.

• Fluorides
• Boron halides
• Acid catalysts
• Oxonium compounds
• Ethyl compounds