459135
Tetramethylammonium fluoride
97%
Synonym(s):
TMAF
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About This Item
Linear Formula:
(CH3)4NF
CAS Number:
Molecular Weight:
93.14
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352116
EC Number:
206-769-0
MDL number:
Product Name
Tetramethylammonium fluoride, 97%
assay
97%
InChI key
GTDKXDWWMOMSFL-UHFFFAOYSA-M
InChI
1S/C4H12N.FH/c1-5(2,3)4;/h1-4H3;1H/q+1;/p-1
SMILES string
[F-].C[N+](C)(C)C
form
solid
mp
170 °C (dec.) (lit.)
functional group
amine
Quality Level
Application
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.
signalword
Warning
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Gloves
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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)
Nucleophilic deoxyfluorination of phenols via aryl Fluorosulfonate intermediates.
Schimler SD, et al.
Journal of the American Chemical Society, 139(4), 1452-1455 (2017)
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
Jalila Amorri et al.
Environmental science and pollution research international, 18(9), 1606-1616 (2011-05-25)
Complex organic compounds found in oil and sediments linked with a particular source (such as algae, bacteria or vascular plants) are defined as biomarkers and are useful dating indicators in organic geochemistry. This paper presents the composition of the organic
Mei Fang et al.
Nanotechnology, 23(14), 145601-145601 (2012-03-22)
Magnetite nanoparticles have been prepared by co-precipitation using a custom-designed jet mixer to achieve rapid mixing (RM) of reactants in a timescale of milliseconds. The quick and stable nucleation obtained allows control of the particle size and size distribution via
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