Allyltrichlorosilane

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]

Allyltrichlorosilane
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.003.170
EC Number
  • 203-485-9
UNII
UN number 1724
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 pictograms
GHS Signal word Danger
H225, H314
P210, P233, P240, P241, P242, P243, P260, P264, P280, P301+330+331, P303+361+353, P304+340, P305+351+338, P310, P321, P363, P370+378, P403+235, 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).
Infobox references

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. 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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