ChemicalBook > CAS DataBase List > Triethyloxonium tetrafluoroborate

Triethyloxonium tetrafluoroborate

Product Name
Triethyloxonium tetrafluoroborate
CAS No.
368-39-8
Chemical Name
Triethyloxonium tetrafluoroborate
Synonyms
Meerwein salt;TriethyloxoniuM Fluoroborate;triethyloxonium;SKL1448;SKL1562;TRIETHYLOX;MEERWEIN'S REAGENT;Triethoxonium fluoroborate;Triethyloxytetrafluoroborate;Triethyloxonium terafluoroborate
CBNumber
CB0198800
Molecular Formula
C6H15BF4O
Formula Weight
189.99
MOL File
368-39-8.mol
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Triethyloxonium tetrafluoroborate Property

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
Merck 
14,5796
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
Oxonium, triethyl-, tetrafluoroborate(1-) (368-39-8)
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Safety

Hazard Codes 
C
Risk Statements 
34-40-14-67-37
Safety Statements 
23-24/25-26-36/37/39-45-22
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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P363Wash contaminated clothing before reuse.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
90520
Product name
Triethyloxonium tetrafluoroborate
Purity
≥97.0% (T)
Packaging
25g
Price
$146
Updated
2024/03/01
Sigma-Aldrich
Product number
176230
Product name
Triethyloxonium tetrafluoroborate solution
Purity
1.0 M in methylene chloride
Packaging
100ml
Price
$145
Updated
2024/03/01
TCI Chemical
Product number
T1606
Product name
Triethyloxonium Tetrafluoroborate (15% in Dichloromethane, ca. 1mol/L) [Ethylating Reagent]
Packaging
100mL
Price
$147
Updated
2024/03/01
Alfa Aesar
Product number
A11678
Product name
Triethyloxonium tetrafluoroborate
Purity
1.0M in dichloromethane
Packaging
25ml
Price
$41.6
Updated
2024/03/01
Alfa Aesar
Product number
042934
Product name
Triethyloxonium tetrafluoroborate, 1.0M in dichloromethane
Purity
packaged under Argon in resealable ChemSeal? bottles
Packaging
100ml
Price
$91
Updated
2021/12/16
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Triethyloxonium tetrafluoroborate Chemical Properties,Usage,Production

Chemical Properties

white to light yellow crystal powder.

Uses

Triethyloxonium tetrafluoroborate is used as a powerful alkylating agent, especially for ethylation. It is used for the modification of carboxyl residues in proteins. It is involved in the preparation of μ-amino esters from lactams. It is also 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

Triethyloxonium tetrafluoroborate is a powerful ethylating agent, although the hazards are diminished because it is non-volatile. It releases strong acid upon contact with water. When heated to decomposition it emits toxic vapors of boronand Fí. Mutation data reported.

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.]

Triethyloxonium tetrafluoroborate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Triethyloxonium tetrafluoroborate manufacturers

Hebei Weibang Biotechnology Co., Ltd
Product
Triethyloxonium tetrafluoroborate 368-39-8
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-10-31
Hebei Fengjia New Material Co., Ltd
Product
Triethyloxonium tetrafluoroborate 368-39-8
Price
US $6.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
10000
Release date
2024-08-19
Henan Aochuang Chemical Co.,Ltd.
Product
Triethyloxonium tetrafluoroborate 368-39-8
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1ton
Release date
2022-09-19

368-39-8, Triethyloxonium tetrafluoroborateRelated Search:

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  • TriethyloxoniuM Fluoroborate
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