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| | Phenyl 2-(trimethylsilyl)ethyl sulfone Basic information |
| Product Name: | Phenyl 2-(trimethylsilyl)ethyl sulfone | | Synonyms: | (2-Phenylsulfonylethyl)trimethylsilane;PHENYL 2-(TRIMETHYLSILYL)ETHYL SULFONE, 99+%;1-(phenylsulfonyl)-2-(trimethylsilyl)ethane;1-(Phenylsulfonyl)-2-(trimethylsilyl)ethane, 2-(Phenylsulfonyl)ethyltrimethylsilane, 2-(Trimethylsilyl)ethyl phenyl sulfone;Benzene, [[2-(trimethylsilyl)ethyl]sulfonyl]-;Trimethyl(2-(Phenylsulfonyl)Ethyl)Silane;Phenyl 2-(trimethylsilyl)ethyl sulfone | | CAS: | 73476-18-3 | | MF: | C11H18O2SSi | | MW: | 242.41 | | EINECS: | | | Product Categories: | | | Mol File: | 73476-18-3.mol |  |
| | Phenyl 2-(trimethylsilyl)ethyl sulfone Chemical Properties |
| Melting point | 51-52 °C(lit.) | | Boiling point | 347.4±34.0 °C(Predicted) | | density | 1.040±0.06 g/cm3(Predicted) | | Fp | >230 °F | | solubility | sol all common ethereal, halocarbon, and hydrocarbon
solvents. | | form | solid | | CAS DataBase Reference | 73476-18-3 |
| Safety Statements | 22-24/25 | | WGK Germany | 3 | | HS Code | 29310099 |
| | Phenyl 2-(trimethylsilyl)ethyl sulfone Usage And Synthesis |
| Chemical Properties | white fine crystalline powder | | Physical properties | mp 52 °C. | | Uses | (2-Phenylsulfonylethyl)trimethylsilane is widely used as reagent for the synthesis of mono- and 1,1-disubstituted alkenes via sulfone metalation, alkylation, and fluoride-induced elimination.
A sequence involving metalation, alkylation, and fluoride-induced elimination of benzenesulfinate allows the conversion of (2) to a terminal alkene. An analogous sequence involving a double alkylation of (2) provides a 1,1-disubstituted alkene (eq 2). The lithio derivative of (2) has also been used to prepare cyclopropylidene derivatives, homoallylic alcohols, and allyl silanes via the Julia alkenation.
 | | Preparation | (2-phenylsulfonylethyl)trimethylsilane
(2) is prepared by radical addition of thiophenol to
vinyltrimethylsilane to give (2-phenylthioethyl)trimethylsilane
(1), which is then oxidized with hydrogen peroxide). 
| | Purification Methods | Dissolve it in Et2O, wash it with saturated HCO 3 followed by saturated NaCl, H2O and dried (MgSO4). Evaporation leaves residual crystals with m 52o. [Hsiao & Shechter Tetrahedron Lett 23 1963 1982, Bortolini et al. J Org Chem 53 2688 1985.] |
| | Phenyl 2-(trimethylsilyl)ethyl sulfone Preparation Products And Raw materials |
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