Allyltrichlorosilane is an organosilicon compound with the formula Cl3SiCH2CH=CH2. It is a colorless or white low-melting solid.[1] It was originally prepared by the Direct process, the reaction of allyl chloride with copper-silicon alloy.[2]
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| Names | |
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| Preferred IUPAC name
Trichloro(prop-2-enyl)silane | |
| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
| ECHA InfoCard | 100.003.170 |
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PubChem CID
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| UNII | |
| UN number | 1724 |
CompTox Dashboard (EPA)
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| Properties | |
| C3H5Cl3Si | |
| Molar mass | 175.51 g·mol−1 |
| Appearance | white solid |
| Density | 1.2011 g/cm3 |
| Melting point | 35 °C (95 °F; 308 K) |
| Boiling point | 117.5 °C (243.5 °F; 390.6 K) |
| Hazards | |
| GHS labelling: | |
 
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| Danger | |
| H225, H314 | |
| P210, P233, P240, P241, P242, P243, P260, P264, P280, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P363, P370+P378, P403+P235, P405, P501 | |
| Flash point | 35°C |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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The compound is bifunctional, containing reactive trichlorsilyl and allyl groups. The SiCl3 group undergoes the usual alcoholysis to give the trialkxoyallylsilane. In the presence of Lewis bases, the reagent allylates aldehydes.
References
edit- ^ Kočovský, Pavel (2006). "Allyltrichlorosilane". E-EROS Encyclopedia of Reagents for Organic Synthesis: 1–4. doi:10.1002/047084289X. hdl:10261/236866. ISBN 9780470842898.
- ^ Hurd, Dallas T. "Preparation of vinyl and allyl chlorosilanes" Journal of the American Chemical Society 1945, volume 67, 1813-14. doi:10.1021/ja01226a058
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