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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:
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

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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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)
Marco Antonio Balbino et al.
Forensic science international, 221(1-3), 29-32 (2012-04-25)
A new voltammetric method for the determination of Δ(9)-tetrahydrocannabinol (Δ(9)-THC) is described. The voltammetric experiments were accomplished in N-N dimethylformamide/water (9:1, v/v), using tetrabutylammonium tetrafluoroborate (TBATFB) 0.1mol/L as supporting electrolyte and a glassy carbon disk electrode as the working electrode.
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
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
José Antonio Morales-Serna et al.
Organic & biomolecular chemistry, 8(21), 4940-4948 (2010-09-08)
A facile and mild macrolactonization reaction of ω-hydroxy acids was developed based on the transesterification of benzotriazole esters. Treatment of ω-hydroxy acids with 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide (EDC) and 1-hydroxy benzotriazole (HOBT) in chloroform provided macrolactones in excellent yields. The reactions were
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