Trimethyloxosulfoniumiodid

Bezeichnung:Trimethyloxosulfoniumiodid

CAS-Nr1774-47-6

Englisch Name:Trimethylsulfoxonium iodide

CBNumberCB5304873

SummenformelC3H9IOS

Molgewicht220.07

MOL-Datei1774-47-6.mol

Synonyma

Trimethyloxosulfoniumiodid

Trimethyloxosulfoniumiodid physikalisch-chemischer Eigenschaften

Schmelzpunkt	208-212 °C (dec.) (lit.)
Dichte	1.7074 (estimate)
storage temp.	Keep in dark place,Inert atmosphere,Room temperature
Löslichkeit	H₂O: 50 mg/mL, clear
Aggregatzustand	Crystalline Powder
Farbe	White to light yellow
PH	pH(50g/l, 25℃) : 4.8～6.0
Wasserlöslichkeit	15 g/L (20 ºC)
Sensitive	Light Sensitive
BRN	3595854
InChI	InChI=1S/C3H9OS.HI/c1-5(2,3)4;/h1-3H3;1H/q+1;/p-1
InChIKey	BPLKQGGAXWRFOE-UHFFFAOYSA-M
SMILES	[S+](=O)(C)(C)C.[I-]
CAS Datenbank	1774-47-6(CAS DataBase Reference)
EPA chemische Informationen	Sulfoxonium, trimethyl-, iodide (1774-47-6)

Sicherheit

Kennzeichnung gefährlicher	Xn,Xi
R-Sätze:	36/37/38-22
S-Sätze:	37/39-26-36-24/25
WGK Germany	2
RTECS-Nr.	WS3585000
F	8
TSCA	Yes
HS Code	29309070

Gefahreninformationscode (GHS)

Trimethylsulfoxonium iodide Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R22:Gesundheitsschädlich beim Verschlucken.
S-Sätze Betriebsanweisung:
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Chemische Eigenschaften
WHITE TO LIGHT YELLOW CRYSTALLINE POWDER
Verwenden
Trimethylsulfoxonium iodide is a sulfoxonium salt. It is used to generate dimethyloxosulfonium methylide by reaction with sodium hydride. The latter compound is used as a methylene-transfer reagent, and is used to prepare epoxides.
Verwenden
Trimethylsulfoxonium Iodide is used to synthesize methylene-transfer reagents that are used in the preparation of epoxides.
Verwenden
Treatment with strong base yields the ylide which adds to the carbonyl group of ketones1 and aldehydes2,3 to give epoxides. Also adds preferentially to the double bond of α,β-unsaturated esters to give cyclopropyl esters.4,5
Synthese
Trimethylsulfoxonium iodide is commonly prepared by a reaction of Dimethyl Sulfoxide with ≈2.5 equiv of Iodomethane. After refluxing for 24 h at 80?°C, the reaction mixture is cooled, and the crude solid product is filtered and washed with acetone to give the trimethylsulfoxonium iodide. Iodomethane has to be handled in a fume hood because of its high volatility and toxicity. Excess MeI is used to ensure the completion of the reaction.
Lager
The iodide and chloride salts are hygroscopic and must be stored in a cool, dry place. They are incompatible with strong oxidizing agents and strong bases. The iodide salt is sensitive to light and needs to be protected from light as much as possible.

Trimethylsulfoxonium iodide Upstream-Materialien And Downstream Produkte

Trimethyloxosulfoniumiodid Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

1774-47-6, Trimethylsulfoxonium iodide Verwandte Suche:

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