boron trifluoride etherate
{{Chembox
| ImageFile = Boron trifluoride-diethyl etherate.svg
| ImageSize = 132
| ImageAlt = Bond Line Structure of Boron Trifluoride Etherate
| ImageFile2 = File:Boron Trifluoride Ball and Stick Model.png
| IUPACName =
| OtherNames = Boron Trifluoride Ethyl Ether
Boron Trifluoride Diethyl Etherate
|Section1={{Chembox Identifiers
| CASNo = 109-63-7
| PubChem = 517922
| ChemSpiderID = 17983029
| UNNumber = 2604
| UNII = 422VHH19IT
| ChEMBL = 1710835
| StdInChI=1S/C4H10O.BF3/c1-3-5-4-2;2-1(3)4/h3-4H2,1-2H3;
| StdInChIKey = KZMGYPLQYOPHEL-UHFFFAOYSA-N
| SMILES = B(F)(F)F.CCOCC
}}
|Section2={{Chembox Properties
| C=4|H=10|B=1|F=3|O=1
| MolarMass =
| Appearance = colorless liquid
| Density = 1.15 g cm3
| MeltingPtC = -58
| BoilingPtC = 126
| Solubility = }}
|Section3={{Chembox Hazards
| GHSPictograms = {{GHS02}} {{GHS05}} {{GHS06}} {{GHS07}} {{GHS08}}
| GHSSignalWord = DANGER
| NFPA-H = 3
| NFPA-F = 2
| NFPA-R = 2
| NFPA-S = W
| MainHazards = Flammable, Reacts with water, Corrosive
| FlashPtC = 58.5
}}
}}
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.{{cite encyclopedia|title=Boron Trifluoride Etherate|author1=Veronica Cornel|author2=Carl J. Lovely|encyclopedia=Encyclopedia of Reagents for Organic Synthesis|year=2007|pages=rb249.pub2 |publisher=John Wiley & Sons|doi=10.1002/047084289X.rb249.pub2|isbn=978-0-471-93623-7}} The compound features tetrahedral boron coordinated to a diethylether ligand.{{cite journal|title=Synthesis, Molecular Structure, and EPR Analysis of the Three-Coordinate Ni(I) Complex [Ni(PPh3)3][BF4] |author=V. V. Saraev |author2=P. B. Kraikivskii |author3=I. Svoboda |author4=A. S. Kuzakov |author5=R. F. Jordan|journal=J. Phys. Chem. A|year=2008|volume=112|issue=48|pages=12449–12455|doi=10.1021/jp802462x|pmid=18991433|bibcode=2008JPCA..11212449S}} Many analogues are known, including the methanol complex.
Reactions
Boron trifluoride etherate serves as a source of boron trifluoride according to the equilibrium:
:BF3OEt2 {{EqmR}} BF3 + OEt2
The BF3 binds to even weak Lewis bases, inducing reactions of the resulting adducts with nucleophiles.
References
{{Reflist}}
{{Boron compounds}}
{{fluorine compounds}}
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