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Allyltrichlorosilane

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Allyltrichlorosilane
Names
Preferred IUPAC name Trichloro(prop-2-enyl)silane
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.003.170 Edit this at Wikidata
EC Number
  • 203-485-9
PubChem CID
UNII
UN number 1724
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C3H5Cl3Si/c1-2-3-7(4,5)6/h2H,1,3H2Key: HKFSBKQQYCMCKO-UHFFFAOYSA-N
SMILES
  • C=CC(Cl)(Cl)Cl
Properties
Chemical formula C3H5Cl3Si
Molar mass 175.51 g·mol
Appearance white solid
Density 1.2011 g/cm
Melting point 35 °C (95 °F; 308 K)
Boiling point 117.5 °C (243.5 °F; 390.6 K)
Hazards
GHS labelling:
Pictograms GHS02: FlammableGHS05: Corrosive
Signal word Danger
Hazard statements H225, H314
Precautionary statements 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 , 100 kPa). Infobox references
Chemical compound

Allyltrichlorosilane is an organosilicon compound with the formula Cl3SiCH2CH=CH2. It is a colorless or white low-melting solid. It was originally prepared by the Direct process, the reaction of allyl chloride with copper-silicon alloy.

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

  1. Kočovský, Pavel (2006). "Allyltrichlorosilane". E-EROS Encyclopedia of Reagents for Organic Synthesis: 1–4. doi:10.1002/047084289X. hdl:10261/236866. ISBN 9780470842898.
  2. 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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