Chemistry:(Trimethylsilyl)methyl chloride

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(Trimethylsilyl)methyl chloride
TmsCH2Cl.svg
Names
Other names
(Chloromethyl)trimethylsilane
Identifiers
3D model (JSmol)
ChemSpider
EC Number
  • 219-058-5
Properties
C4H11ClSi
Molar mass 122.67 g·mol−1
Appearance colorless liquid
Density 0.886 g cm−3
Boiling point 97–98 °C (207–208 °F; 370–371 K)
Hazards
GHS pictograms GHS02: FlammableGHS07: HarmfulGHS09: Environmental hazard
GHS Signal word Danger
H225, H315, H319, H335, H411
P210, P233, P240, P241, P242, P243, P261, P264, P271, P273, P280, P302+352, P303+361+353, P304+340, P305+351+338, P312, P321, P332+313, P337+313, P362, P370+378, P391, P403+233, P403+235, P405
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

(Trimethylsilyl)methyl chloride is the organosilicon compound with the formula (CH3)3SiCH2Cl. A colorless, volatile liquid, it is an alkylating agent that is employed in organic synthesis, especially as a precursor to (trimethylsilyl)methyllithium. In the presence of triphenylphosphine, it olefinates benzophenones:[2]

(CH
3
)
3
SiCH
2
Cl + PPh
3
+ Ar
2
C=O → Ar
2
C=CH
2
+ OPPh
3
+ (CH
3
)
3
SiCl

See also

References

  1. "Chloromethyltrimethylsilane" (in en). https://pubchem.ncbi.nlm.nih.gov/compound/75361#section=Safety-and-Hazards. 
  2. Hamann, Lawrence G.; Jones, Todd K. (2001). "(Chloromethyl)trimethylsilane". Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rc129. ISBN 0471936235.