Allyltrichlorosilane

Last updated
Allyltrichlorosilane
Allyltrichlorosilane.png
Names
Preferred IUPAC name
Trichloro(prop-2-enyl)silane
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.003.170 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 203-485-9
PubChem CID
UNII
UN number 1724
  • InChI=1S/C3H5Cl3Si/c1-2-3-7(4,5)6/h2H,1,3H2
    Key: HKFSBKQQYCMCKO-UHFFFAOYSA-N
  • C=CC[Si](Cl)(Cl)Cl
Properties
C3H5Cl3Si
Molar mass 175.51 g·mol−1
Appearancewhite 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:
GHS-pictogram-flamme.svg GHS-pictogram-acid.svg
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).

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]

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. pp. 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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