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Merck
CN

217964

Tetrabutylammonium tetrafluoroborate

99%, powder

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
NACRES:
NA.22
PubChem Substance ID:
24853042
UNSPSC Code:
12352116
EC Number:
207-058-8
MDL number:
MFCD00011634
Beilstein/REAXYS Number:
3577508

Key Documents

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Product Name

Tetrabutylammonium tetrafluoroborate, 99%

InChI key

NNZZSJSQYOFZAM-UHFFFAOYSA-N

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

SMILES string

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

assay

99%

form

powder

mp

155-161 °C (lit.)

solubility

methanol: soluble 10%, clear, colorless

Quality Level

200

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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).

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.

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

No data available

flash_point_c

No data available

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN3948
BCCN1460
BCBV1430
BCCL0841
BCBL9106V

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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)
Aldrichimica Acta, 13, 55-55 (1980)
An efficient electrochemical oxidation of C (sp3)-H bond for the synthesis of arylketones
kong, et al.
Molecular Catalysis, 530, 112633-112633 (2022)
N-Alkylation of imides using phase transfer catalysts under solvent-free conditions
Jakowska, et al.
Journal of Heterocyclic Chemistry, 45, 1371-1375 (2008)
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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