Tetrabutylammonium hexafluorophosphate

Base Information

• Chemical Name: Tetrabutylammonium hexafluorophosphate
• CAS No.: 3109-63-5
• Deprecated CAS: 856583-91-0
• Molecular Formula: C16H36N^.PF6
• Molecular Weight: 387.433
• Hs Code.: 29239000
• European Community (EC) Number: 221-472-6
• DSSTox Substance ID: DTXSID0074344
• Wikipedia: Tetrabutylammonium_hexafluorophosphate
• Mol file: 3109-63-5.mol

Synonyms:Bu(4)NBr;tetra-n-butylammonium dodecylsulfate;tetra-n-butylammonium hexafluorophosphate;tetrabutylammonium;tetrabutylammonium azide;tetrabutylammonium bromide;tetrabutylammonium chloride;tetrabutylammonium cyanide;tetrabutylammonium fluoride;tetrabutylammonium hydrogen sulfate;tetrabutylammonium hydroxide;tetrabutylammonium iodide;tetrabutylammonium monophosphate;tetrabutylammonium nitrate;tetrabutylammonium perchlorate;tetrabutylammonium sulfate;tetrabutylammonium sulfate (1:1), sodium salt

Chemical Property of Tetrabutylammonium hexafluorophosphate

Chemical Property:

• Appearance/Colour: off-white powder
• Melting Point: 244-246 ºC
• Boiling Point: 242-246 °C
• PSA: 13.59000
• LogP: 8.38600
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Hygroscopic
• Solubility.: acetonitrile: 0.1 g/mL, clear, colorless
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 12
• Exact Mass: 387.24895612
• Heavy Atom Count: 24
• Complexity: 179

Purity/Quality:

99%, ^*data from raw suppliers

Tetrabutylammonium Hexafluorophosphate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): ,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Quaternary Amines
• Canonical SMILES: CCCC[N+](CCCC)(CCCC)CCCC.F[P-](F)(F)(F)(F)F
• Uses: Tetrabutylammonium hexafluorophosphate can be used as a supporting electrolyte for the formation of cyclic disulfide moiety of 3,5-diimido-1,2-dithiolane derivatives by S-S coupling of dithioanilides. Tetrabutylammonium hexafluorophosphate (TBAPF6) or TBAHP can be used:As the supporting electrolyte in cyclic voltammetric studies.As a reactant in the synthesis of fluorescent nanofibrous sensing films for detecting nitro-explosive vapors.

Technology Process of Tetrabutylammonium hexafluorophosphate

There total 21 articles about Tetrabutylammonium hexafluorophosphate 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: 96.0%

tetrabutylammomium bromide (1643-19-2) → tert-butylammonium hexafluorophosphate(V) (3109-63-5)

Guidance literature:

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

DOI:10.1002/ejoc.201200370

Reference yield: 92.0%

→ tert-butylammonium hexafluorophosphate(V) (3109-63-5)

Guidance literature:

With silver(I) hexafluorophosphate; In dichloromethane; acetonitrile; at 20 ℃; for 10h; Darkness;

DOI:10.1002/chem.200800222

Reference yield: 59.0%

tetrabutyl-ammonium chloride (1112-67-0) + phosphonic acid diethyl ester (762-04-9) → tert-butylammonium hexafluorophosphate(V) (3109-63-5)

Guidance literature:

phosphonic acid diethyl ester; With potassium fluoride; oxalyl dichloride; In acetonitrile; at 20 ℃; Glovebox; Sealed tube; Inert atmosphere;

tetrabutyl-ammonium chloride; In water; at 20 ℃; for 0.166667h; Glovebox; Sealed tube; Inert atmosphere;

DOI:10.1002/anie.202010943

upstream raw materials:

tetrabutylammomium bromide

methanol

tetra(n-butyl)ammonium hydroxide

potassium hexafluorophosphate

Downstream raw materials:

C₁₈H₁₆^(1-)*C₁₆H₃₆N⁽¹⁺⁾

C₂₀H₁₈^(1-)*C₁₆H₃₆N⁽¹⁺⁾

Ir2I2(μ2-SPh)2(COD)2*2CH2Cl2

{dirhodium(I)(μ-bis(diphenylphosphino)methane)2(t-BuNC)2(μ-4-methylpyrazolato)Cl2}(PF6)

Refernces

• 1、 Tan, Ying Shan,Yue, Yanni,Webster, Richard D.. "Competing hydrogen-bonding, decomposition, and reversible dimerization mechanisms during the one- and two-electron electrochemical reduction of retinal (Vitamin A)". . p. 9371 - 9379. Retrieved 2013.
• 2、 Chan, Ya Yun,Yue, Yanni,Li, Yongxin,Webster, Richard D.. "Electrochemical/chemical oxidation of bisphenol A in a four-electron/two- proton process in aprotic organic solvents". . p. 287 - 294. Retrieved 2013.
• 3、 Moreno, Aitor,Pregosin, Paul S.,Veiros, Luis F.,Albinati, Alberto,Rizzato, Silvia. "PGSE NMR diffusion overhauser studies on [Ru(Cp*)(η6- arene)][PF6], plus a variety of transition-metal, inorganic, and organic salts: An overview of ion pairing in dichloromethane". . p. 5617 - 5629. Retrieved 2008.
• 4、 Bresien, Jonas,Ellinger, Stefan,Harloff, J?rg,Schulz, Axel,Sievert, Katharina,Stoffers, Alrik,T?schler, Christoph,Villinger, Alexander,Zur T?schler, Cornelia. "Tetracyanido(difluorido)phosphates M+[PF2(CN)4]-". . p. 4474 - 4477. Retrieved 2015.
• 5、 Legault, Claude Y.,Mayer, Robert J.,Mayr, Herbert,Ofial, Armin R.. "Lewis Acidity Scale of Diaryliodonium Ions toward Oxygen, Nitrogen, and Halogen Lewis Bases". supporting information. . Retrieved 2020/03/13.
• 6、 Bl?sing, Kevin,Ellinger, Stefan,Harloff, J?rg,Schulz, Axel,Sievert, Katharina,T?schler, Christoph,Villinger, Alexander,Zurt?schler, Cornelia. "Lewis Acid Catalyzed Synthesis of Cyanidophosphates". supporting information. p. 4175 - 4188. Retrieved 2016/03/16.