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459135

Sigma-Aldrich

Tetramethylammonium fluoride

97%

Synonym(s):
TMAF
Linear Formula:
(CH3)4NF
CAS Number:
Molecular Weight:
93.14
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

form

solid

mp

170 °C (dec.) (lit.)

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

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.

Packaging

1, 5 g in glass bottle

Pictograms

Exclamation mark

Signal Word

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 Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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