Triethyloxonium tetrafluoroborate
![Triethyloxonium tetrafluoroborate Structure](CAS/GIF/368-39-8.gif)
- 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
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 | |||||||||
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 | |||||||||
NFPA 704 |
|
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 |
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.]
Triethyloxonium tetrafluoroborate Preparation Products And Raw materials
Raw materials
Preparation Products
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