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4551-15-9 - (Phenylthio)trimethylsilane, 97% - Phenyl trimethylsilyl sulfide - S-Trimethylsilylthiophenol - L06319 - Alfa Aesar

L06319 (Phenylthio)trimethylsilane, 97%

CAS Number
4551-15-9
Synonyms
Phenyl trimethylsilyl sulfide
S-Trimethylsilylthiophenol

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(Phenylthio)trimethylsilane, 97%

MDL
MFCD00008272
EINECS
224-916-7

Chemical Properties

Formula
C6H5SSi(CH3)3
Formula Weight
182.36
Boiling Point
73-75°/10mm
Flash Point
30°(86°F)
Density
0.965
Refractive Index
1.5320
Sensitivity
Moisture Sensitive
Solubility
Hydrolyzes in water.

Applications

(Phenylthio)trimethylsilane is used to produce 1-phenyl-1,2-bis-phenylsulfanyl-ethane at the temperature of 40°C.

Notes

Moisture Sensitive. Incompatible with moisture, oxidizing agents, Strong acids. Protect from humidity and water. Store away from oxidizing agents.

Literature References

E.W. Abel; C.R. Jenkins. Interaction of thiosilanes and disilthianes with some transitional and post-transitional metal halides. Journal of Organometallic Chemistry.1968,14 285-289.

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).

GHS Hazard and Precautionary Statements

Hazard Statements: H226-H315-H319-H335

Flammable liquid and vapour. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P210-P261-P303+P361+P353-P305+P351+P338-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Avoid breathing dust/fume/gas/mist/vapours/spray. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
1905944
Hazard Class
3
Packing Group
III
Harmonized Tariff Code
2931.90
TSCA
Yes

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