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Sigma-Aldrich

Tetrabutylammonium tetrafluoroborate

99%

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Synonym(s):
Ammonium tetra-n-butyl tetrafluoroborate
Linear Formula:
(CH3CH2CH2CH2)4N(BF4)
CAS Number:
429-42-5
Molecular Weight:
329.27
Beilstein:
3577508
EC Number:
207-058-8
MDL number:
MFCD00011634
UNSPSC Code:
12352116
PubChem Substance ID:
24853042
NACRES:
NA.22

Quality Level

200

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
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H315,H318,H335

Hazard Classifications

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

Target Organs

Respiratory system

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)

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Rajesh G Pillai et al.
Langmuir : the ACS journal of surfaces and colloids, 27(14), 9028-9033 (2011-06-23)
Spontaneous self-assembly of alkylthiosulfates on gold produce monolayers similar to the corresponding alkanethiols. Alkylthiosulfate self-assembly from THF solutions is inhibited in the presence of tetrabutylammonium tetrafluoroborate electrolyte. The mechanism of alkylthiosulfate self-assembly and the role of electrolyte and trace water
Agnieszka Stolarczyk et al.
Sensors (Basel, Switzerland), 19(5) (2019-03-07)
In this study, polycarbazole (PCz) is presented as a receptor structure for chemoresistive hydrogen sensors. The fabrication of the proposed sensors via electropolymerisation of PCz on interdigitated Pt electrodes is an inexpensive, cost-efficient, and repeatable method. Preliminary results presented in
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)
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)
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