459135
Tetramethylammonium fluoride
97%
동의어(들):
TMAF
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제품정보 (DICE 배송 시 비용 별도)
Linear Formula:
(CH3)4NF
CAS 번호:
Molecular Weight:
93.14
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352116
EC Number:
206-769-0
MDL number:
Assay:
97%
Form:
solid
Quality Level
assay
97%
form
solid
reaction suitability
core: ammonium
mp
170 °C (dec.) (lit.)
functional group
amine
SMILES string
[F-].C[N+](C)(C)C
InChI
1S/C4H12N.FH/c1-5(2,3)4;/h1-4H3;1H/q+1;/p-1
InChI key
GTDKXDWWMOMSFL-UHFFFAOYSA-M
Application
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.
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)
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
저장 등급
11 - Combustible Solids
wgk
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Gloves
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