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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Category:Fluorides

Category:Boron halides

Category:Acid catalysts

Category:Oxonium compounds

Category:Ethyl compounds