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Sigma-Aldrich

Tetrabutylammonium hexafluorophosphate

98%

Synonym(s):

TBAPF6, Tetra-n-butylammonium hexafluorophosphate

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About This Item

Linear Formula:
(CH3CH2CH2CH2)4N(PF6)
CAS Number:
Molecular Weight:
387.43
Beilstein:
4056584
EC Number:
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

powder

mp

244-246 °C (lit.)

SMILES string

F[P-](F)(F)(F)(F)F.CCCC[N+](CCCC)(CCCC)CCCC

InChI

1S/C16H36N.F6P/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;1-7(2,3,4,5)6/h5-16H2,1-4H3;/q+1;-1

InChI key

BKBKEFQIOUYLBC-UHFFFAOYSA-N

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Application

Tetrabutylammonium hexafluorophosphate (TBAPF6) can be used:
  • As a catalyst in the synthesis of 3,4-dihydropyrimidin-2(1H)-one and 3,4-dihydropyrimidine-2(1H)-thione derivatives via Biginelli reaction.
  • Along with 1-ethyl-3-methyl imidazolium hexafluorophosphate as a supporting electrolyte in non-aqueous redox flow batteries.
  • As a supporting electrolyte in the electropolymerisation.

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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Alkylammonium and alkylimidazolium perhaloborates, phosphates, and aluminates as catalysts in the Biginelli reaction
Putilova ES et al.
Russ. J. Org. Chem., 41(4), 512-516 (2005)
The application of a non-aqueous bis (acetylacetone) ethylenediamine cobalt electrolyte in redox flow battery
Zhang D, et al.
Journal of Power Sources, 217, 199-203 (2012)
Electrochemical synthesis and properties of copolymers based on N-alkylpyrroles and thiophene
Vautrin M, et al.
Electrochemical Communications, 1(6), 233-237 (1999)
Electrochemical Formation of 3, 5-Diimido-1, 2-dithiolanes by Dehydrogenative Coupling
Breising VM, et al.
Organic Letters (2018)
Holger Hartleb et al.
ACS nano, 9(10), 10461-10470 (2015-09-19)
We have investigated the photophysical properties of electrochemically gate-doped semiconducting single-wall carbon nanotubes (s-SWNTs). A comparison of photoluminescence (PL) and simultaneously recorded absorption spectra reveals that free-carrier densities correlate well with the first sub-band exciton or trion oscillator strengths but

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