(Trimethylsilyl)methyl chloride

(Trimethylsilyl)methyl chloride
Names
	Other names (Chloromethyl)trimethylsilane
Identifiers
CAS Number	2344-80-1 ;
3D model (JSmol)	Interactive image;
ChemSpider	67897;
ECHA InfoCard	100.017.326
EC Number	219-058-5;
PubChem CID	75361;
CompTox Dashboard (EPA)	DTXSID1062330 ;
	InChI InChI=1S/C4H11ClSi/c1-6(2,3)4-5/h4H2,1-3H3 Key: OOCUOKHIVGWCTJ-UHFFFAOYSA-N;
	SMILES C[Si](C)(C)CCl;
Properties
Chemical formula	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 labelling:
Pictograms
Signal word	Danger
Hazard statements	H225, H315, H319, H335, H411
Precautionary statements	P210, P233, P240, P241, P242, P243, P261, P264, P271, P273, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P370+P378, P391, P403+P233, P403+P235, P405, P501
	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]

(CH₃)₃SiCH₂Cl + PPh₃ + Ar₂C=O → Ar₂C=CH₂ + OPPh₃ + (CH₃)₃SiCl

References

^ "Chloromethyltrimethylsilane". pubchem.ncbi.nlm.nih.gov. Retrieved 12 January 2022.
^ Hamann, Lawrence G.; Jones, Todd K. (2001). "(Chloromethyl)trimethylsilane". Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rc129. ISBN 0471936235.