Ethane, 1,1'-oxybis-, compd. with trifluoroborane (1:1)
BORON TRIFLUORIDE ETHERATE · BF3.Et2O · BF3 ETHERATE · BF3·OEt2 · BORON TRIFLUORIDE ETHER · (diethyloxonio)trifluoroborate · BORON TRIFLUORIDE DIETHYL ETHER COMPLEX · bf3-ethercomplex
Identifiers & Physical Properties
| CAS No. | 109-63-7 |
|---|---|
| Molecular formula | C4H10BF3O |
| Average molar mass | 141.93 g/mol |
| SMILES | CCOCC.FB(F)F |
| InChIKey | MZTVMRUDEFSYGQ-UHFFFAOYSA-N |
| PubChem CID | 517922 |
| ChEMBL | CHEMBL1710835 |
| DTXSID | DTXSID40861733 |
Chemical & Physical Properties
| Topological polar surface area | 9.2 |
|---|---|
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 4 |
| Rotatable bonds | 2 |
| Heavy atoms | 9 |
| Formal charge | 0 |
| Complexity | 40 |
| Melting point | −58 °C(lit.) |
| Boiling point | 126-129 °C(lit.) |
| Density | 1.15 g/mL(lit.) |
| Vapor density | 4.9 (vs air) |
| Vapor pressure | 4.2 mm Hg ( 20 °C) |
| Refractive index | n20/D 1.344(lit.) |
| Flash point | 118 °F |
| Storage conditions | Store below +30°C. |
| Solubility | Miscible with ether and alcohol.Reacts |
| Physical state | liquid |
| Color | brown |
| Specific gravity | 1.126 (20/4℃) |
| Explosive limits | 5.1-18.2%(V) |
| Sensitivity | Moisture Sensitive |
| Hydrolytic Sensitivity | 7: reacts slowly with moisture/water |
| Merck | 14,1350 |
| BRN | 3909607 |
| Exposure limits | ACGIH: TWA 0.1 ppmCeiling 0.7 ppm |
| Stability | Stable. Highly flammable. May form explosive peroxides in contact with air or oxygen. Reacts exothermically with water to form extremely flammable diethyl ether and toxic, corrosive boron trifluoride hydrates. Also incompatible with bases, amines, alkali metals. |
| InChI | 1S/C4H10O.BF3/c1-3-5-4-22-1(3)4/h3-4H2,1-2H3 |
| InChIKey | MZTVMRUDEFSYGQ-UHFFFAOYSA-N |
| SMILES | B(F)(F)F.O(CC)CC |
| CAS DataBase Reference | 109-63-7(CAS DataBase Reference) |
| FDA UNII | 422VHH19IT |
| NIST Chemistry Reference | Boron trifluoride etherate(109-63-7) |
| EPA Substance Registry System | Boron, trifluoro[1,1'-oxybis[ethane]]-, (T-4)- (109-63-7) |
| UNSPSC Code | 12352301 |
| NACRES | NA.22 |
| GHS pictogram | GHS02,GHS05,GHS07,GHS08 |
| Signal word | Danger |
| GHS hazard statements | H302+H312-H314-H372-H226 |
| GHS precautionary statements | P501-P270-P240-P260-P210-P233-P243-P241-P242-P264-P280-P370+P378-P314-P362+P364-P303+P361+P353-P301+P330+P331-P301+P312+P330-P304+P340+P310-P305+P351+P338+P310-P403+P235-P405 |
| Target organs | Kidney |
| Hazard symbols | T,C |
| Risk statements (R) | 10-14-20/22-35-48/23-34-14/15-23-22 |
| Safety statements (S) | 16-23-26-36/37/39-45-8-28A-43 |
| UN transport number | UN 2604 |
| Water hazard class (WGK) | 3 |
| F | 10 |
| Autoignition temperature | 185 °C DIN 51794 |
| TSCA inventory status | TSCA listed |
| Hazard class | 8Acute Tox. 4 InhalationAcute Tox. 4 OralEye Dam. 1Flam. Liq. 3Skin Corr. 1BSTOT RE 1 Inhalation |
| Packing group | I |
| Customs code | 29319090 |
| Storage class | 3 - Flammable liquids |
| Hazardous substances data | 109-63-7(Hazardous Substances Data) |
| REACH registrations | Active |
Safety & Regulations
| F | 10 |
|---|---|
| Water hazard class (WGK) | 3 |
| TSCA inventory status | TSCA listed |
| UN transport number | UN 2604 |
| Customs code | 29319090 |
| Risk statements (R) | 10-14-20/22-35-48/23-34-14/15-23-22 |
| Signal word | Danger |
| GHS pictogram | GHS02,GHS05,GHS07,GHS08 |
| Hazard symbols | T,C |
| Safety statements (S) | 16-23-26-36/37/39-45-8-28A-43 |
| Hazard class | 8Acute Tox. 4 InhalationAcute Tox. 4 OralEye Dam. 1Flam. Liq. 3Skin Corr. 1BSTOT RE 1 Inhalation |
| Storage class | 3 - Flammable liquids |
| Packing group | I |
| Target organs | Kidney |
| GHS hazard statements | H302+H312-H314-H372-H226 |
| REACH registrations | Active |
| Autoignition temperature | 185 °C DIN 51794 |
| GHS precautionary statements | P501-P270-P240-P260-P210-P233-P243-P241-P242-P264-P280-P370+P378-P314-P362+P364-P303+P361+P353-P301+P330+P331-P301+P312+P330-P304+P340+P310-P305+P351+P338+P310-P403+P235-P405 |
| Hazardous substances data | 109-63-7(Hazardous Substances Data) |
Applications & Uses
Uses
Catalyst in acetylation, alkylation, polymerization, dehydration, and condensation reactions.
Uses
Boron trifluoride diethyl etherate is used as a Lewis acid catalyst in Mukaiyama aldol addition, alkylation, acetylation, isomerization, dehydrations and condensation reactions. It is involved in the prepattion of polyethers in polymerization reactions. As a catalyst, it is used in the preparation of cyclopentyl- and cycloheptyl[b]indoles and other diborane. It is also used in sensitive neutron detectors in ionization chambers as well as monitoring radiation levels in earths atmosphere.
General Description
Boron trifluoride etherate is a fuming liquid. Boron trifluoride etherate may be corrosive to skin, eyes and mucous membranes. Boron trifluoride etherate may be toxic by inhalation. Upon exposure to water Boron trifluoride etherate may emit flammable and corrosive vapors. Boron trifluoride etherate is used as a catalyst in chemical reactions.
Preparation & Synthesis
Preparation
Boron trifluoride gas, produced by heating the sulfuric acid, calcium fluoride (fluorite) and boric acid together, reacts with ether boron to produce the trifluoride etherate crude product, thus we can refine it to get the finished product. The consumption of raw material is as followed: boric acid (≥98%), 560kg/t; calcium fluoride(≥90%) 1150kg/t; fuming sulfuric acid (104.5%), 4100kg/t; ether(≥99%) 725kg/t.In absorption method shown in the chemical equations as followed, diethyl ether absorb boron trifluoride gas, produced by heating the sulfuric acid, calcium fluoride (fluorite) and boric acid together, to produce trifluoride etherate crude complex compound by vacuum distillation.3H2SO4+2H33BO3+3CaF2→2BF3+3CaSO4+6H2OBF3+(C2H5)2O→(C2H5)2O•BF3
Preparation
Boron trifluoride etherate is prepared by the reaction of vapors of boron trifluoride with that of anhydrous diethyl ether:BF3 (g) + (C2H5)2O (g) → (C2H5)2OBF3.