ChemicalBook--->CAS DataBase List--->368-39-8

368-39-8

368-39-8 Structure

368-39-8 Structure
IdentificationMore
[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 PropertiesBack 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 DataBack Directory
[Symbol(GHS) ]

Corrosion (GHS05)
GHS05
[Signal word ]

Danger
[Hazard statements ]

H314
[Precautionary statements ]

P260-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363
[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
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Triethyloxonium tetrafluoroborate(368-39-8).msds
Hazard InformationBack 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.]
Spectrum DetailBack Directory
[Spectrum Detail]

Triethyloxonium tetrafluoroborate(368-39-8)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Triethyloxonium tetrafluoroborate, 1M solution in methylene chloride(368-39-8)
[Alfa Aesar]

Triethyloxonium tetrafluoroborate, 95%, stab. with 3-5% diethyl ether(368-39-8)
[Sigma Aldrich]

368-39-8(sigmaaldrich)
[TCI AMERICA]

Triethyloxonium Tetrafluoroborate  (15% in Dichloromethane, ca. 1mol/L) [Ethylating Reagent](368-39-8)
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