Triethyloxonium tetrafluoroborate

Base Information

• Chemical Name: Triethyloxonium tetrafluoroborate
• CAS No.: 368-39-8
• Deprecated CAS: 14323-65-0,15930-18-4,1868-76-4,28535-03-7
• Molecular Formula: C6H15O^.BF4
• Molecular Weight: 189.989
• Hs Code.: 29420000
• European Community (EC) Number: 206-705-1
• NSC Number: 176023
• UNII: Z0B19DD36J
• DSSTox Substance ID: DTXSID20883372
• Wikipedia: Triethyloxonium_tetrafluoroborate
• Wikidata: Q7841464
• Mol file: 368-39-8.mol

Synonyms:Oxonium, triethyl-, tetrafluoroborate(1-);Triethyloxonium borofluoride;Triethyloxonium tetrafluoroborate (1-);Meerwein's reagent;Oxonium, triethyl-, tetrafluoroborate (1-);Triethyloxonium fluoborate;Boron tetrafluoride triethyl oxonium;Triethyloxonium tetrafluoroborate(1-);

Chemical Property of Triethyloxonium tetrafluoroborate

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Melting Point: 96-97 °C
• Boiling Point: 203.5oC at 760mmHg
• Flash Point: 76.9oC
• PSA: 9.23000
• Density: 1.328 g/mL at 25 °C
• LogP: 2.89840
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Solubility.: methylene chloride: 20 mg/mL, clear, colorless
• Water Solubility.: REACTS
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 190.1152079
• Heavy Atom Count: 12
• Complexity: 44.8

Purity/Quality:

99% ^*data from raw suppliers

Triethyloxonium Tetrafluoroborate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-40-14-67-37
• Safety Statements: 23-24/25-26-36/37/39-45-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [B-](F)(F)(F)F.CC[O+](CC)CC
• 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.

Technology Process of Triethyloxonium tetrafluoroborate

There total 20 articles about Triethyloxonium tetrafluoroborate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

diethyl ether (60-29-7,927820-24-4) + boron trifluoride diethyl etherate (109-63-7) → triethyloxonium fluoroborate (368-39-8)

Guidance literature:

With epichlorohydrin; at 20 ℃; Inert atmosphere; Reflux;

Reference yield: 85.0%

boron trifluoride diethyl etherate (109-63-7) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → triethyloxonium fluoroborate (368-39-8)

Guidance literature:

In diethyl ether; for 2h; Inert atmosphere; Reflux;

Reference yield: 78.0%

→ triethyloxonium fluoroborate (368-39-8)

Guidance literature:

upstream raw materials:

ethyl bromide

1-fluoroethane

epichlorohydrin

diethyl ether

Downstream raw materials:

1,4-dioxane

trimethoxonium tetrafluoroborate

ethene

1-fluoroethane

Refernces

• 1、 Kern,R.J.. "-". . p. 388 - 390. Retrieved 1968.
• 2、 Fauché, Kévin,Nauton, Lionel,Jouffret, Laurent,Cisnetti, Federico,Gautier, Arnaud. "A catalytic intramolecular nitrene insertion into a copper(i)-N-heterocyclic carbene bond yielding fused nitrogen heterocycles". supporting information. p. 2402 - 2405. Retrieved 2017/02/23.
• 3、 Robertson, Keith,Murphy, Cormac D.,Paradisi, Francesca. "The synthesis and biological testing of bacilysin analogues". . p. 1157 - 1168. Retrieved 2013/11/06.