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217964

Sigma-Aldrich

Tetrabutylammonium tetrafluoroborate

99%

Synonym(s):

Ammonium tetra-n-butyl tetrafluoroborate

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About This Item

Linear Formula:
(CH3CH2CH2CH2)4N(BF4)
CAS Number:
Molecular Weight:
329.27
Beilstein:
3577508
EC Number:
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

form

powder

mp

155-161 °C (lit.)

solubility

methanol: soluble 10%, clear, colorless

SMILES string

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

InChI

1S/C16H36N.BF4/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;2-1(3,4)5/h5-16H2,1-4H3;/q+1;-1

InChI key

NNZZSJSQYOFZAM-UHFFFAOYSA-N

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General description

Tetrabutylammonium tetrafluoroborate is used as an electrolyte for the series of arylketone synthesis.

Tetrabutylammonium tetrafluoroborate (TBATFB) is a phase transfer catalyst. It can be synthesized by the reaction between 30% aqueous solution of tetrafluoroboric acid and 40% aqueous solution of tetrabutylamonium hydroxide. Tetrabutylammonium tetrafluoroborate acts as an electrolyte and inhibits the self-assembly of alkylthiosulfate on gold.

Application

Tetrabutylammonium tetrafluoroborate may be used in the following studies:
  • As supporting electrolyte in the voltammetric determination of Δ(9)-tetrahydrocannabinol (Δ(9)-THC).
  • Synthesis of biologically relevant macrolactones, Sansalvamide A.
  • As supporting electrolyte in the determination of the oxidation and reduction potentials of 5,10,15,20-tetra[3-(3-trifluoromethyl)phenoxy]porphyrin by cyclic voltammetry.
  • Preparation of 1:1 adduct with 1,10-phenanthroline.
  • Used to prepare other tetrabutylammonium salts in aqueous solutions.
  • As electrolyte additive in the synthesis of conducting poly(thiophenes).

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

No data available

Flash Point(C)

No data available

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Electropolymerization of thiophene with and without aniline in acetonitrile.
Can M, et al.
Turkish Journal of Chemistry, 22, 47-54 (1998)
N-Alkylation of imides using phase transfer catalysts under solvent-free conditions.
Jaskowska J and Kowalski P.
Journal of Heterocyclic Chemistry, 45(5), 1371-1375 (2008)
N-Alkylation of imides using phase transfer catalysts under solvent-free conditions
Jakowska, et al.
Journal of Heterocyclic Chemistry, 45, 1371-1375 (2008)
An efficient electrochemical oxidation of C (sp3)-H bond for the synthesis of arylketones
kong, et al.
Molecular Catalysis, 530, 112633-112633 (2022)
Preparation and properties of novel polythiophenes containing 1,3-dithiol-2-ylidene moieties.
Kozaki M, et al.
The Journal of Organic Chemistry, 59(2), 442-450 (1994)

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