(Phenylthio)trimethylsilane

• Catalog No.: L06319
• CAS Number: 4551-15-9
• M. F.: C9H14SSi
• M. W.: 182.35796
• Purity: 97%

SYNONYMS

• Title: (苯硫基)三甲基硅烷
• IUPAC name: trimethyl(phenylsulfanyl)silane
• IUPAC Traditional name: trimethyl(phenylsulfanyl)silane
• Synonyms: Phenyl trimethylsilyl sulfide; S-Trimethylsilylthiophenol

DATABASE IDS

• MDL Number: MFCD00008272
• CAS Number: 4551-15-9
• EC Number: 224-916-7
• Beilstein Number: 1905944

PROPERTIES

• Purity: 97%
• Boiling Point: 73-75°C/10mm
• Density: 0.965
• Flash Point: 30°C(86°F)
• Refractive Index: 1.5320
• GHS Hazard statements: H226-H315-H319-H335
• European Hazard Symbols: Irritant (Xi)
• GHS Precautionary statements: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A
• Risk Statements: 10-36/37/38
• Safety Statements: 23-26-37
• Storage Warning: Moisture Sensitive
• TSCA Listed: 是
• Hazard Class: 3
• UN Number: UN1993
• Packing Group: III

REFERENCES

• Thioacetalization reagent. In the presence of CN^-, aldehydes and ketones are converted to O-TMS hemithioacetals J. Am. Chem. Soc., 99, 5009 (1977). With Lewis acids, e.g. TiCl₄, the diphenyl dithioacetals can be obtained in good yield J. Org. Chem., 55, 5966 (1990). Aldehydes and ketones can be converted to the otherwise difficultly accessible mixed O-alkyl, S-phenyl acetals by the reagent in the presence of the alkyl TMS ether and TMS triflate: Tetrahedron Lett., 32, 467 (1991).
• In the presence of TMS-OTf, converts methyl glycosides to phenylthio glycosides. These undergo methanolysis, after activation by reaction with NBS: J. Am. Chem. Soc., 105, 2430 (1983); 107, 1691 (1985).
• In the presence of ZnI₂ and tetrabutylammonium iodide, cleaves methyl and benzyl ethers in high yield: Tetrahedron Lett., 2305 (1980).