Boron trifluoride etherate |
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Names |
Other names Boron Trifluoride Ethyl Ether Boron Trifluoride Diethyl Etherate |
Identifiers |
CAS Number | |
3D model (JSmol) | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.003.355 |
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UNII | |
UN number | 2604 |
| - DTXSID90985377, DTXSID601015537 DTXSID40861733, DTXSID90985377, DTXSID601015537
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InChI=1S/C4H10O.BF3/c1-3-5-4-2;2-1(3)4/h3-4H2,1-2H3; Key: KZMGYPLQYOPHEL-UHFFFAOYSA-N |
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Properties |
Chemical formula | 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: |
Pictograms | |
| Danger |
NFPA 704 (fire diamond) | |
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 |
Chemical compound
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
- ^ 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.
- ^ 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.
Boron pnictogenides | |
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Boron halides | - BBr3
- BCl3
- BF
- BFO
- BF3
- BI3
- B2F4
- B2Cl4
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Acids | |
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Boranes | - BH3
- B2H4
- B2H6
- BH3NH3
- B4H10
- B5H9
- B5H11
- B6H10
- B6H12
- B10H14
- B18H22
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Boron oxides and sulfides | |
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Carbides | |
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Organoboron compounds | - (BH2Me)2
- BMe3
- BEt3
- Ac4(BO3)2
- COBH3
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Salts and covalent derivatives of the fluoride ion |
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HF | | | | ?HeF2 | LiF | BeF2 | BF BF3 B2F4 +BO3 | CF4 CxFy +CO3 | NF3 FN3 N2F2 NF N2F4 NF2 ?NF5 | OF2 O2F2 OF O3F2 O4F2 ?OF4 | F2 | Ne | NaF | MgF2 | AlF AlF3 | SiF4 | P2F4 PF3 PF5 | S2F2 SF2 S2F4 SF3 SF4 S2F10 SF6 +SO4 | ClF ClF3 ClF5 | ?ArF2 ?ArF4 | KF | CaF CaF2 | | ScF3 | TiF2 TiF3 TiF4 | VF2 VF3 VF4 VF5 | CrF2 CrF3 CrF4 CrF5 ?CrF6 | MnF2 MnF3 MnF4 ?MnF5 | FeF2 FeF3 FeF4 | CoF2 CoF3 CoF4 | NiF2 NiF3 NiF4 | CuF CuF2 ?CuF3 | ZnF2 | GaF2 GaF3 | GeF2 GeF4 | AsF3 AsF5 | Se2F2 SeF4 SeF6 +SeO3 | BrF BrF3 BrF5 | KrF2 ?KrF4 ?KrF6 | RbF | SrF SrF2 | | YF3 | ZrF2 ZrF3 ZrF4 | NbF4 NbF5 | MoF4 MoF5 MoF6 | TcF4 TcF 5 TcF6 | RuF3 RuF 4 RuF5 RuF6 | RhF3 RhF4 RhF5 RhF6 | PdF2 Pd[PdF6] PdF4 ?PdF6 | Ag2F AgF AgF2 AgF3 | CdF2 | InF InF3 | SnF2 SnF4 | SbF3 SbF5 | TeF4 ?Te2F10 TeF6 +TeO3 | IF IF3 IF5 IF7 +IO3 | XeF2 XeF4 XeF6 ?XeF8 | CsF | BaF2 | | LuF3 | HfF4 | TaF5 | WF4 WF5 WF6 | ReF4 ReF5 ReF6 ReF7 | OsF4 OsF5 OsF6 ?OsF 7 ?OsF 8 | IrF2 IrF3 IrF4 IrF5 IrF6 | PtF2 Pt[PtF6] PtF4 PtF5 PtF6 | AuF AuF3 Au2F10 ?AuF6 AuF5•F2 | Hg2F2 HgF2 ?HgF4 | TlF TlF3 | PbF2 PbF4 | BiF3 BiF5 | ?PoF2 PoF4 PoF6 | AtF ?AtF3 ?AtF5 | RnF2 ?RnF 4 ?RnF 6 | FrF | RaF2 | | LrF3 | Rf | Db | Sg | Bh | Hs | Mt | Ds | Rg | Cn | Nh | Fl | Mc | Lv | Ts | Og | | ↓ | | | | LaF3 | CeF3 CeF4 | PrF3 PrF4 | NdF2 NdF3 NdF4 | PmF3 | SmF2 SmF3 | EuF2 EuF3 | GdF3 | TbF3 TbF4 | DyF2 DyF3 DyF4 | HoF3 | ErF3 | TmF2 TmF3 | YbF2 YbF3 | AcF3 | ThF3 ThF4 | PaF4 PaF5 | UF3 UF4 UF5 UF6 | NpF3 NpF4 NpF5 NpF6 | PuF3 PuF4 PuF5 PuF6 | AmF2 AmF3 AmF4 ?AmF6 | CmF3 CmF4 ?CmF6 | BkF3 BkF 4 | CfF3 CfF4 | EsF3 EsF4 ?EsF6 | Fm | Md | No | |
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PF6−, AsF6−, SbF6− compounds | - AgPF6
- KAsF6
- LiAsF6
- NaAsF6
- HPF6
- HSbF6
- NH4PF6
- LiSbF6
- KPF6
- KSbF6
- LiPF6
- NaPF6
- NaSbF6
- TlPF6
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AlF6− compounds | - (NH4)3[AlF6]
- Cs2AlF5
- Li3AlF6
- K3AlF6
- Na3AlF6
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chlorides, bromides, iodides and pseudohalogenides | |
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SiF62-, GeF62- compounds | - BaSiF6
- BaGeF6
- (NH4)2SiF6
- Na2[SiF6]
- K2[SiF6]
- Li2GeF6
- Li2SiF6
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Oxyfluorides | - BrOF3
- BrO2F
- BrO3F
- LaOF
- ThOF2
- VOF
3 - TcO
3F - WOF
4 - YOF
- ClOF3
- ClO2F3
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Organofluorides | - CBrF3
- CBr2F2
- CBr3F
- CClF3
- CCl2F2
- CCl3F
- CF2O
- CF3I
- CHF3
- CH2F2
- CH3F
- C2Cl3F3
- C2H3F
- C6H5F
- C7H5F3
- C15F33N
- C3H5F
- C6H11F
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with transition metal, lanthanide, actinide, ammonium | - VOF3
- CrOF4
- CrF2O2
- NH4F
- (NH4)3CrF6
- (NH4)3GaF6
- (NH4)2GeF6
- (NH4)3FeF6
- (NH4)3InF6
- NH4NbF6
- (NH4)2SnF6
- NH4TaF6
- (NH4)3VF6
- (NH4)2ZrF6
- CsXeF7
- Li2SnF6
- Li2TiF6
- LiWF6
- Li2ZrF6
- K2TiF6
- Rb2TiF6
- Na2TiF6
- Na2ZrF6
- K2NbF7
- K2TaF7
- K2ZrF6
- UO2F2
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nitric acids | |
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bifluorides | |
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thionyl, phosphoryl, and iodosyl | - F2OS
- F3OP
- PSF3
- IOF3
- IO3F
- IOF5
- IO2F
- IO2F3
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