Tetrabutylammonium trifluoroacetate

Base Information

• Chemical Name: Tetrabutylammonium trifluoroacetate
• CAS No.: 35895-70-6
• Molecular Formula: C16H36N^.CF3O3S;C17H36F3NO3S
• Molecular Weight: 391.539
• Hs Code.: 29239000
• DSSTox Substance ID: DTXSID70957310
• Mol file: 35895-70-6.mol

Synonyms:tetrabutylammonium trifluoroacetate;39481-22-6;tetrabutylammonium;2,2,2-trifluoroacetate;SCHEMBL107845;Tetrabutylammoniumtrifluoracetat;DTXSID70957310;Tetrabutyl-ammoniumtrifluoroacetate;N,N,N-Tributylbutan-1-aminium trifluoroacetate;A823022;tetrabutylazanium;2,2,2-tris(fluoranyl)ethanoate

Chemical Property of Tetrabutylammonium trifluoroacetate

Chemical Property:

• Appearance/Colour: white to off-white crystalline powder, crystals or
• Melting Point: 112-113 °C(lit.)
• PSA: 65.58000
• LogP: 6.13580
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Hygroscopic
• Solubility.: methanol: 0.1 g/mL, clear, colorless
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 12
• Exact Mass: 355.26981388
• Heavy Atom Count: 24
• Complexity: 194

Purity/Quality:

98%,99%, ^*data from raw suppliers

Tetra-n-butylammonium trifluoromethanesulfonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC[N+](CCCC)(CCCC)CCCC.C(=O)(C(F)(F)F)[O-]
• Uses: Used as a catalyst for the reactions of condensation of alcohols and carboxylic acids, reaction of aromatic compounds with sulfonyl chlorides, cracking of alkanes, alkylation of alkenes, isomerisation of alkanes and trans-alkylation of aromatics, trans-bromination and other Friedel-Crafts reactions.

Technology Process of Tetrabutylammonium trifluoroacetate

There total 61 articles about Tetrabutylammonium trifluoroacetate 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: 99.0%

trifluorormethanesulfonic acid (1493-13-6) + tetra(n-butyl)ammonium hydroxide (2052-49-5) → tetrabutylammonium trifluoromethylsulfonate (35895-70-6)

Guidance literature:

In methanol; water; at 20 ℃;

DOI:10.1002/anie.202105421

Reference yield: 93.0%

trifluorormethanesulfonic acid (1493-13-6) + tetrabutylammomium bromide (1643-19-2) → tetrabutylammonium trifluoromethylsulfonate (35895-70-6)

Guidance literature:

With trimethyl phosphite; at 0 - 60 ℃; for 15h; Inert atmosphere; neat (no solvent);

DOI:10.1002/ejoc.201200370

Reference yield: 92.0%

tetra-n-butylammonium nitridotetrakis(trimethylsilylmethyl)ruthenium(VI) (102649-21-8) + trimethylsilyl trifluoromethanesulfonate (27607-77-8) → trimethylsilylimidotetrakis(trimethylsilylmethyl)ruthenium (112817-78-4) + tetrabutylammonium trifluoromethylsulfonate (35895-70-6)

Guidance literature:

In diethyl ether; addn. of CF3SO2OSiMe3 to the Ru compd. in ether at -30°C (oxygen-free N2); filtn. through Celite, evapn. (vacuum), dissolving in hexane, filtn., concn. and cooling;

upstream raw materials:

tributyl-amine

trifluoromethylsulfonic anhydride

butan-1-ol

tetrabutylammoniun azide

Downstream raw materials:

2-chloroethyl trifluoromethanesulfonate

1,2-dichloro-ethane

2-bromoethyl triflate

ethylene dibromide

Refernces

• 1、 Driess, Matthias,Hermannsdorfer, André. "Silicon Tetrakis(trifluoromethanesulfonate): A Simple Neutral Silane Acting as a Soft and Hard Lewis Superacid". supporting information. p. 13656 - 13660. Retrieved 2021/05/03.
• 2、 Hamdaoui, Mustapha,Ney, Marjolaine,Sarda, Vivien,Karmazin, Lydia,Bailly, Corinne,Sieffert, Nicolas,Dohm, Sebastian,Hansen, Andreas,Grimme, Stefan,Djukic, Jean-Pierre. "Evidence of a Donor-Acceptor (Ir-H)→SiR3 Interaction in a Trapped Ir(III) Silane Catalytic Intermediate". . p. 2207 - 2223. Retrieved 2016/07/21.