Trimethyloxoniumtetrafluoroborat(1-)

Bezeichnung:Trimethyloxoniumtetrafluoroborat(1-)

CAS-Nr420-37-1

Englisch Name:Trimethyloxonium Tetrafluoroborate

CBNumberCB3184284

SummenformelC3H9BF4O

Molgewicht147.91

MOL-Datei420-37-1.mol

Synonyma

Trimethyloxoniumtetrafluoroborat(1-)

Trimethyloxoniumtetrafluoroborat(1-) physikalisch-chemischer Eigenschaften

Schmelzpunkt	200 °C
storage temp.	Store at +2°C to +8°C.
Löslichkeit	Soluble in nitrobenzene, nitromethane, chloroform, hot acetone, liquid sulfur dioxide. Slightly soluble in dichloromethane. Insoluble in common organic solvents.
Aggregatzustand	Crystals
Farbe	White to off-white
Sensitive	Moisture Sensitive
BRN	3597303
InChI	InChI=1S/C3H9O.BF4/c1-4(2)3;2-1(3,4)5/h1-3H3;/q+1;-1
InChIKey	JDFKFXJJAIJXPP-UHFFFAOYSA-M
SMILES	[B-](F)(F)(F)F.[O+](C)(C)C
CAS Datenbank	420-37-1(CAS DataBase Reference)
EPA chemische Informationen	Oxonium, trimethyl-, tetrafluoroborate(1-) (420-37-1)

Sicherheit

Kennzeichnung gefährlicher	C
R-Sätze:	14-34
S-Sätze:	26-36/37/39-43-45
RIDADR	UN 3261 8/PG 2
WGK Germany	3
F	3-10-21
Hazard Note	Corrosive/Freeze
TSCA	Yes
HazardClass	8
PackingGroup	II
HS Code	29420000

Gefahreninformationscode (GHS)

Trimethyloxonium Tetrafluoroborate Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R14:Reagiert heftig mit Wasser.
R34:Verursacht Verätzungen.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S43:Zum Löschen . . . (vom Hersteller anzugeben) verwenden (wenn Wasser die Gefahr erhöht, anfügen: "Kein Wasser verwenden").
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
Beschreibung
Trimethyloxonium tetrafluoroborate (TMO), a trialkyloxonium salt, is a white salt at ambient temperature that can be added directly to reaction media to carry out the methylation of reactive, acidic analytes. The main drawback associated with the employment of TMO is the generation of tetrafluoroboric acid (HBF4), which may interfere with the analysis of acid-sensitive analytes and cause column degradation over time. However, the effects of this acid can be countered by neutralization with inorganic bases like sodium or potassium bicarbonate during the sample preparation step before instrument injection. This approach has proven crucially useful in analysing phosphonic and sulfonic acids related to organophosphorus-based nerve agents. TMO could be employed as a derivatizing agent in the methylation of a panel of environmentally relevant chlorinated phenols. It is also used in neutral and basic solutions for the selective methylation of the carboxyl groups of protohemin IX, hematohemin, and heme a[1-2].
Chemische Eigenschaften
This substance is a white to off-white crystals that is prone to water sensitivity and displays a level of hygroscopicity.
Verwenden
Trimethyloxonium Tetrafluoroborate is a trialkylated oxonium used as a methylation agent in organic synthesis. It is a reagent for the methylation of hydroxyl groups recently used in a complex, multistep synthesis directed towards spirastrellolide, a marine natural product.
Verwenden
Trimethyloxonium tetrafluoroborate act as a avmethylating agent and activates C-X multiple bonds. It is involved in the esterification of polyfunctional carboxylic acids. It acts as a catalyst in the polymerization of cyclic sulfides and ethers. Further, it is used in Beckmann rearrangement of oximes.
Health Hazard
Trimethyloxonium Tetrafluoroborate is a potent alkylating agent, with its non-volatile nature reducing associated hazards. Nevertheless, it produces strong acids upon contact with water, so it is important to exercise caution and prevent water contact during its application.
Einzelnachweise
[1] Carlos A Valdez, Roald N Leif, Edmund P Salazar. “Trimethyloxonium-mediated methylation strategies for the rapid and simultaneous analysis of chlorinated phenols in various soils by electron impact gas chromatography-mass spectrometry.” Scientific Reports (2022): 1401.
[2] R T Dean, D E Hultquist, L J DeFilippi. “Esterification of hemins with trimethyloxonium tetrafluoroborate.” Analytical biochemistry 76 l (1976): 1–8.

Trimethyloxonium Tetrafluoroborate Upstream-Materialien And Downstream Produkte

Trimethyloxoniumtetrafluoroborat(1-) Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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