ChemicalBook--->CAS DataBase List--->373-68-2

373-68-2

373-68-2 Structure

373-68-2 Structure
IdentificationMore
[Name]

Tetramethylammonium fluoride
[CAS]

373-68-2
[Synonyms]

TETRAMETHYLAMMONIUM FLUORIDE
n,n,n-trimethyl-methanaminiufluoride
Tetramethylammoniumfluoride,20%AqueousSolution
Tetramethylammonium fluoride, anhydrous
Methanaminium, N,N,N-trimethyl-, fluoride
Tetramethylazanium fluoride
Tetramethylaminium·fluoride
[EINECS(EC#)]

206-769-0
[Molecular Formula]

C4H12FN
[MDL Number]

MFCD00011627
[Molecular Weight]

93.14
[MOL File]

373-68-2.mol
Chemical PropertiesBack Directory
[Melting point ]

170 °C (dec.) (lit.)
[storage temp. ]

Store at room temperature
[form ]

solid
[Appearance]

White to off-white <39°C Solid,>42°C Liquid
[InChI]

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

HQFTZNVQVRRDLN-UHFFFAOYSA-M
[SMILES]

[N+](C)(C)(C)C.[F-]
[CAS DataBase Reference]

373-68-2(CAS DataBase Reference)
[EPA Substance Registry System]

373-68-2(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302+H312+H332-H315-H319-H335
[Precautionary statements ]

P261-P280-P301+P312-P302+P352+P312-P304+P340+P312-P305+P351+P338
[Hazard Codes ]

Xn
[Risk Statements ]

R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[RIDADR ]

2811
[WGK Germany ]

3
[TSCA ]

TSCA listed
[HazardClass ]

6.1(b)
[PackingGroup ]

III
[HS Code ]

29239000
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Tetramethylammonium fluoride(373-68-2).msds
Hazard InformationBack Directory
[Description]

Tetramethylammonium fluoride is the quaternary ammonium salt with the formula (CH3)4NF. This hygroscopic white solid is a source of "naked fluoride", that is fluoride ions not connected to a metal atom in a complex. Most other soluble salts of fluoride are in fact bifluorides, HF2–. Historically, there has been two main approaches to prepare TMAF:
(i) Via neutralization of tetramethylammonium hydroxide (TMAOH) with HF.
(ii) through the metathesis reaction of different ammonium salts with inorganic sources of fluoride such as KF or CsF.
Due to the high basicity of the fluoride anion, the salt reacts slowly with acetonitrile, inducing its dimerization to CH3C(NH2)=CHCN, which co-crystallizes.
[Uses]

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)
[Uses]

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.
Spectrum DetailBack Directory
[Spectrum Detail]

Tetramethylammonium fluoride(373-68-2)MS
Tetramethylammonium fluoride(373-68-2)1HNMR
Tetramethylammonium fluoride(373-68-2)13CNMR
Tetramethylammonium fluoride(373-68-2)IR1
Tetramethylammonium fluoride(373-68-2)IR2
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

373-68-2(sigmaaldrich)
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