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Triethyloxonium tetrafluoroborate

Triethyloxonium tetrafluoroborate Structure
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
Molecular Weight:
189.99
MOL File:
368-39-8.mol
MSDS File:
SDS
Modify Date:
2024/8/19 17:35:41

Triethyloxonium tetrafluoroborate Properties

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)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
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  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
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
NFPA 704
1
3 2
W

Triethyloxonium tetrafluoroborate price More Price(8)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 90520 Triethyloxonium tetrafluoroborate ≥97.0% (T) 368-39-8 25G ₹9807.45 2022-06-14 Buy
Sigma-Aldrich(India) 90520 Triethyloxonium tetrafluoroborate ≥97.0% (T) 368-39-8 100G ₹24367.08 2022-06-14 Buy
Sigma-Aldrich(India) 176230 Triethyloxonium tetrafluoroborate solution 1.0?M in methylene chloride 368-39-8 100ML ₹9754.65 2022-06-14 Buy
ALFA India ALF-A11678-AP Triethyloxonium tetrafluoroborate, 1.0M in dichloromethane 368-39-8 500mL ₹46648 2022-05-26 Buy
ALFA India ALF-A11678-AE Triethyloxonium tetrafluoroborate, 1.0M in dichloromethane 368-39-8 100mL ₹10760 2022-05-26 Buy
Product number Packaging Price Buy
90520 25G ₹9807.45 Buy
90520 100G ₹24367.08 Buy
176230 100ML ₹9754.65 Buy
ALF-A11678-AP 500mL ₹46648 Buy
ALF-A11678-AE 100mL ₹10760 Buy

Triethyloxonium tetrafluoroborate Chemical Properties,Uses,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.]

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TRIETHYLOX Oxonium,triethyl-,tetrafluoroborate Triethyloxonium Tetrafluoroborate Discontinued Triethyloxonium tetrafluoroborate, 1M solution in methylene chloride, AcroSeal (15% in DichloroMethane, ca. 1Mol/L) [Ethylating Reagent] TriethyloxoniuM Tetrafluoroborate  triethyloxonium tetrafluoroborate(1-) MEERWEIN'S REAGENT 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 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 Triethyloxoniumtetrafluoroborate,95% Triethyloxonium tetrafluoroborate, 1M solution in methylene chloride TRIETHYLOXONIUM TETRAFLUOROBORATE , STABILIZED WITH 3-5% DIETHYL ETHER TRIETHYLOXONIUM TETRAFLUOROBORATE STABALISED WITH 4% DIETHYL ETHER TRIETHYLOXONIUM TETRAFLUOROBORATE 1M IN DICHLOROMETHANE Triethyloxonium tetrafluoroborate, 95%, stab. with 3-5% diethyl ether Triethyloxonium tetrafluoroborate, 1.0M in dichloromethane, packaged under Argon in resealable ChemSealTM bottles Triethyloxonium Tetrafluoroborate (15% in Dichloromethane, ca. 1mol/L) TriethyloxoniuM tetrafluoroborate, 1.0 M solution in CH2Cl2 TriethyloxoniuM tetrafluoroborate solution 1.0 M in Methylene chloride Triethyloxonium tetrafluoroborate >=97.0% (T) Triethyloxonium tetrafluoroborate, stabilized with 3 to 5% diethyl ether triethyl-oxoniutetrafluoroborate(1-) Triethyloxonium tetrafluoroborate, 1.0M in dichloromethane, packaged under Argon in resealable ChemSeal bottles Triethyloxonium tetrafluoroborate, 95%, stabilized TRIETHYLOXONIUM TETRAFLUOROBORATE Triethyloxonium Tetrafluoroborate (15% in Dichloromethane, ca. 1mol/L) [Ethylating Reagent] Triethoxonium fluoroborate Tetrafluoroborate·triethyloxonium Triethyloxonium tetrafluoroborate, 1.0M in dichloromethane, packaged under Argon in resealable ChemSeal^t bottles Triethyloxonium tetrafluoroborate, 1.0M in dichloromethane, packaged under Argon in resealable ChemS Triethyloxonium tetrafluoroborate, 1M solution in methylene chloride, AcroSeal&trade Triethyloxonium tetrafluoroborate, 1.0M in dichloromethane, packaged under Argon in resealable ChemSeal&trade TIANFUCHEM--368-39-8--High purity 368-39-8 factory price SKL1448 SKL1562 Triethyloxytetrafluoroborate (15% in DichloroMethane, ca. 1Mol/L) [ Triethyloxonium tetrafluoroborate, 1.0 M solution in CH2Cl2, J&KSeal TriethyloxoniuM Fluoroborate triethyloxonium Meerwein salt Triethyloxonium tetrafluoroborate [Et3O]BF4 Triethyloxonium tetrafluoroborate (7CI) Triethyloxonium Tetrafluroborate Triethyloxyonium tetrafluoroborate 368-39-8 368-39-2