Sodium trifluoromethanesulfonate

Bezeichnung:Sodium trifluoromethanesulfonate

CAS-Nr2926-30-9

Englisch Name:Sodium trifluoromethanesulfonate

CBNumberCB5330814

SummenformelCF3NaO3S

Molgewicht172.06

MOL-Datei2926-30-9.mol

Sodium trifluoromethanesulfonate physikalisch-chemischer Eigenschaften

Schmelzpunkt	253-255 °C (lit.)
storage temp.	Inert atmosphere,Room Temperature
Aggregatzustand	Powder
Farbe	White to off-white
Wasserlöslichkeit	soluble
Sensitive	Hygroscopic
Hydrolytic Sensitivity	0: forms stable aqueous solutions
BRN	3728797
InChIKey	KKVTYAVXTDIPAP-UHFFFAOYSA-M
CAS Datenbank	2926-30-9(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xi,C,Xn
R-Sätze:	36/37/38-20/21/22
S-Sätze:	26-37/39
WGK Germany	3
F	3-10
Hazard Note	Corrosive
TSCA	No
HS Code	29049090

Gefahreninformationscode (GHS)

Sodium trifluoromethanesulfonate Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
Beschreibung
Sodium trifluoromethanesulfonate is commonly known as trifluoromethanesulfonic acid or TFMS. Possessing unique properties, TFMS is water-soluble, anionic, and boasts a range of valuable attributes. As a colorless, odorless, and non-toxic substance, TFMS finds widespread use as a reagent in organic synthesis, a catalyst in industrial applications, and a buffer in various biochemical experiments. In scientific research, TFMS stands out due to its robust acidity, enabling it to act as a potent catalyst in organic synthesis. Additionally, it effectively serves as a reliable buffer at pH levels, ensuring precise pH maintenance in biochemical experiments. As an anionic compound, TFMS functions as a strong acid in solution, facilitating the donation of protons to other molecules, thus reducing the pH.
Chemische Eigenschaften
White to off-white powder
Verwenden
Sodium trifluoromethanesulfonate can be employed as a reagent for the preparation of:
- Aryl fluorides via silver-catalyzed fluorination of arylstannanes.
- Ionic liquids such as N, N -dialkylpyrrolidinium triflate, N,N-dialkylimidazolium triflate, and N-alkylpyridinium triflate.
It can be also used as supporting electrolyte in electrochemical O-glycosylation of primary alcohols with O-protected thioglycosides.
Verwenden
Sodium trifluoromethanesulfonate is used in the preparation of N-fluoro-2-methylpyridinium triflate by reaction with dinitrogen difluoride as a reagent. It is also used as a chaotropic mobile phase additive in reversed-phase liquid chromatography (RP-LC).
synthetische
Sodium trifluoromethanesulfonate is prepared by adding a slight excess of sodium sulfate to an aqueous solution of barium trifluoromethanesulfonate. The reaction mixture is stirred for several minutes and allowed to stand for one day, and the white precipitate of barium sulfate is removed by filtration. The clear filtrate is evaporated to dryness, and the solid product is recrystallized from dry acetone. The salt is dried under vacuum at 110?°C.1 Barium trifluoromethanesulfonate can be easily prepared from aqueous trifluoromethanesulfonic acid and barium carbonate. Other methods include the preparation of sodium trifluoromethane sulfonate from sodium dithionite and bromotrifluoromethane and its oxidation to sodium trifluoromethane sulfonate using hydrogen peroxide.
Allgemeine Beschreibung
Sodium trifluoromethanesulfonate (Sodium triflate or NaOTf) is an efficient catalyst as well as a reagent in many organic reactions. The prominent application includes catalytic asymmetric Mannich-type reactions, Mannich-type reactions in water, and Diels-Alder reactions.
Solubility in organics
soluble in water, alcohol, acetonitrile, N,N-dimethylformamide, and most highly polar organic solvents.

Sodium trifluoromethanesulfonate Upstream-Materialien And Downstream Produkte

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