| Identification | More | [Name]
Triethyloxonium tetrafluoroborate | [CAS]
368-39-8 | [Synonyms]
MEERWEIN'S REAGENT
TRIETHYLOXONIUM TETRAFLUOROBORATE
triethyloxonium
triethyl-oxoniutetrafluoroborate(1-)
triethyloxonium tetrafluoroborate(1-)
TRIETHYLOXONIUM TETRAFLUOROBORATE, STAB.
TRIETHYLOXONIUM TETRAFLUOROBORATE SOL., 1 M IN METHYL. CHL.
TRIETHYLOXONIUM TETRAFLUOROBORATE, 1.0M SOLUTION IN DICHLOROMETHANE
Triethyloxonium tetrafluoroborate, stab. with 4% diethyl ether
Triethyloxonium tetrafluoroborate, 1.0M in dichloromethane
Triethyloxoniumtetrafluoroborate,0.75-1.25Mindichloromethane
Triethyloxoniumtetrafluoroborate,95%
Triethyloxonium tetrafluoroborate, 1M solution in methylene chloride
Oxonium, triethyl-, tetrafluoroborate(1-)
triethyloxonium tetrafluoroborate solution
triethyloxonium tetrafluoroborate, 1.0m in dichloromethane, packaged under argon in resealable chemseal
Triethyloxonium tetrafluoroborate 95%
triethyl-oxoniu tetrafluoroborate
Triethyloxonium terafluoroborate
TRIETHYLOXONIUM TETRAFLUOROBORATE , STABILIZED WITH 3-5% DIETHYL ETHER | [EINECS(EC#)]
206-705-1 | [Molecular Formula]
C6H15BF4O | [MDL Number]
MFCD00044423 | [Molecular Weight]
189.99 | [MOL File]
368-39-8.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powde | [Melting point ]
96-97°C | [density ]
1.328 g/mL at 25 °C
| [storage temp. ]
2-8°C
| [solubility ]
methylene chloride: 20 mg/mL, clear, colorless
| [form ]
Powder | [color ]
White | [Water Solubility ]
REACTS | [Sensitive ]
Moisture Sensitive | [Usage]
A powerful ethylating agent. | [Merck ]
5796 | [BRN ]
3598090 | [Exposure limits]
ACGIH: TWA 50 ppm
OSHA: TWA 25 ppm; STEL 125 ppm
NIOSH: IDLH 2300 ppm | [InChI]
InChI=1S/C6H15O.BF4/c1-4-7(5-2)6-3;2-1(3,4)5/h4-6H2,1-3H3;/q+1;-1 | [InChIKey]
IYDQMLLDOVRSJJ-UHFFFAOYSA-N | [SMILES]
[B-](F)(F)(F)F.[O+](CC)(CC)CC | [CAS DataBase Reference]
368-39-8(CAS DataBase Reference) | [EPA Substance Registry System]
368-39-8(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R34:Causes burns.
R40:Limited evidence of a carcinogenic effect.
R14:Reacts violently with water. | [Safety Statements ]
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .
S24/25:Avoid contact with skin and eyes .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S22:Do not breathe dust . | [RIDADR ]
UN 3265 8/PG 2
| [WGK Germany ]
2
| [RTECS ]
RR4584700 | [F ]
3-10-16-21 | [Hazard Note ]
Corrosive | [TSCA ]
Yes | [HazardClass ]
4.1 | [PackingGroup ]
II | [HS Code ]
29420000 | [Toxicity]
dnd-smc 500 mmol/L CPBTAL 23,2485,75 |
| Hazard Information | Back Directory | [Chemical Properties]
white to light yellow crystal powde | [Uses]
A powerful ethylating agent. | [Uses]
Alkylating agent for nucleophilic functional groups in organic synthesis. | [Application]
Triethyloxonium tetrafluoroborate can be used:
To prepare amino esters by reacting with lactams followed by hydrolysis.
In the preparation of substituted imidazolines from aziridines and nitriles via [3+2]-cycloaddition reaction.
For the N-alkylation of a series of N-arylsulfonyl-α-amino acid methyl esters having variable substituents at 4th position of the sulfonamide aromatic ring.
Synthesis of HDET2. | [Safety Profile]
Mutation data reported. Whenheated to decomposition it emits toxic vapors of boronand Fí. | [Synthesis]
Triethyloxonium tetrafluoroborate is prepared from boron trifluoride,diethyl ether and epichlorohydrin:
4 Et2O·BF3+ 2 Et2O + 3 C2H3(O)CH2Cl → 3 Et3O+BF4+ B[(OCH(CH2Cl)CH2OEt]3
The trimethyloxonium salt is available from dimethyl ether via an analogous route.These salts do not have long shelf-lives at room temperature. They degrade by hydrolysis:
[(CH3CH2)3O]+BF4+ H2O → (CH3CH2)2O + CH3CH2OH +HBF4 | [Purification Methods]
Crystallise it from diethyl ether. It is very hygroscopic, and must be handled in a dry box and stored at 0o. [Meerwein Org Synth Coll Vol V 1096 1973.] Pure material should give a clear and colourless solution in dichloromethane (1 in 50, w/v). [Beilstein 1 IV 1322.] |
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