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459135

Sigma-Aldrich

Tetramethylammonium fluoride

97%

Sinônimo(s):

TMAF

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About This Item

Fórmula linear:
(CH3)4NF
Número CAS:
373-68-2
Peso molecular:
93.14
Número CE:
206-769-0
Número MDL:
MFCD00011627
Código UNSPSC:
12352116
ID de substância PubChem:
24869514
NACRES:
NA.22

Nível de qualidade

100

Ensaio

97%

forma

solid

pf

170 °C (dec.) (lit.)

cadeia de caracteres SMILES

[F-].C[N+](C)(C)C

InChI

1S/C4H12N.FH/c1-5(2,3)4;/h1-4H3;1H/q+1;/p-1

chave InChI

GTDKXDWWMOMSFL-UHFFFAOYSA-M

Aplicação

Reactant for:
  • Halide-induced ring opening of 2-substituted aziridinium salts
  • Synthesis of fluoro aromatics via fluorodenitration reactions
  • Synthesis of sevoflurane in ionic liquids by halogen-exchange fluorination
  • Synthesis of fluorinated Poly(oxomolybdates)
Tetramethylammonium fluoride may be used in combination with sulfuryl fluoride for the conversion of aryl phenols to aryl fluorides. It can react with aminosilanes to generate onium amide bases in situ, which can deprotonate heteroarenes.
Useful for halogen exchange.

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Classificações de perigo

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análise (COA)

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86843

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Sigma-Aldrich

360120

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Tetramethylammonium chloride reagent grade, ≥98%

Sigma-Aldrich

T19526

Tetramethylammonium chloride

Nucleophilic deoxyfluorination of phenols via aryl Fluorosulfonate intermediates.
Schimler SD, et al.
Journal of the American Chemical Society, 139(4), 1452-1455 (2017)
Use of tetramethylammonium fluoride (TMAF) and alkali metal alkoxides as an activator for catalytic deprotonative functionalization of heteroaromatic C (sp2)?H bonds.
Inamoto K, et al.
Tetrahedron, 70(43), 7917-7922 (2014)
Martin-Louis Y Riu et al.
Science advances, 6(13), eaaz3168-eaaz3168 (2020-04-02)
This exploratory synthesis investigation was undertaken to determine the viability of replacing a single carbon vertex with another p-block element in a highly strained tetrahedrane molecule. Phosphorus was selected for this purpose because the stable molecular form of elemental phosphorus
Yasuyuki Ishida et al.
Analytical sciences : the international journal of the Japan Society for Analytical Chemistry, 27(10), 1053-1056 (2011-10-12)
Thermochemolysis-gas chromatography in the presence of tetramethylammonium acetate was applied to the direct determination of terephthalic acid (TPA) contained in solid decomposition products obtained from the hydrothermal recycling process of poly(ethylene terephthalate) (PET). On the chromatograms of the hydrothermal decomposition
Hui Chong et al.
Langmuir : the ACS journal of surfaces and colloids, 28(4), 2091-2098 (2011-11-08)
A new water-soluble conjugated polymer containing fluorene and boron-dipyrromethene repeat units in the backbones (PBF) that exhibits red emission was synthesized and characterized. Cationic PBF forms uniform nanoparticles with negatively charged disodium salt 3,3'-dithiodipropionic acid (SDPA) in aqueous solution through
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