Trimethylsilyldiazomethane

Trimethylsilyldiazomethane
Names
	IUPAC name (Diazomethyl)trimethylsilane
	Other names Trimethylsilyldiazomethane; Diazo(trimethylsilyl)methane
Identifiers
CAS Number	18107-18-1 ;
3D model (JSmol)	Interactive image; Interactive image;
Beilstein Reference	1902903
ChemSpider	146699 ;
ECHA InfoCard	100.131.243
EC Number	605-915-4;
MeSH	Trimethylsilyldiazomethane
PubChem CID	167693;
UNII	QI98HQO8C4 ;
CompTox Dashboard (EPA)	DTXSID8074653 ;
	InChI InChI=1S/C4H10N2Si/c1-7(2,3)4-6-5/h4H,1-3H3 Key: ONDSBJMLAHVLMI-UHFFFAOYSA-N ; InChI=1/C4H10N2Si/c1-7(2,3)4-6-5/h4H,1-3H3 Key: ONDSBJMLAHVLMI-UHFFFAOYAN;
	SMILES C[Si](C)(C)[CH-][N+]#N; [N-]=[N+]=C[Si](C)(C)C;
Properties
Chemical formula	C4H10N2Si
Molar mass	114.223 g·mol−1
Appearance	greenish-yellow liquid
Boiling point	96.0 °C (204.8 °F; 369.1 K)
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H330, H350, H370
Precautionary statements	P201, P202, P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P273, P280, P281, P284, P302+P352, P303+P361+P353, P304+P340, P307+P311, P308+P313, P310, P311, P314, P320, P332+P313, P362, P370+P378, P391, P403+P233, P403+P235, P405, P501
Safety data sheet (SDS)	External MSDS
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Trimethylsilyldiazomethane is the organosilicon compound with the formula (CH₃)₃SiCHN₂. It is classified as a diazo compound. Trimethylsilyldiazomethane is commercially available as solutions in hexanes, DCM, and ether. It is a specialized reagent used in organic chemistry as a methylating agent for carboxylic acids. It is a safer replacement for diazomethane, which is a sensitive explosive gas, whereas trimethylsilyldiazomethane is a relatively stable liquid and thus easier to handle.

Names


IUPAC name (Diazomethyl)trimethylsilane
Other names Trimethylsilyldiazomethane Diazo(trimethylsilyl)methane
Identifiers
CAS Number	18107-18-1^Y
3D model (JSmol)	Interactive image Interactive image
Beilstein Reference	1902903
ChemSpider	146699^Y
ECHA InfoCard	100.131.243
EC Number	605-915-4
MeSH	Trimethylsilyldiazomethane
PubChem CID	167693
UNII	QI98HQO8C4^Y
CompTox Dashboard (EPA)	DTXSID8074653
InChI InChI=1S/C4H10N2Si/c1-7(2,3)4-6-5/h4H,1-3H3^Y Key: ONDSBJMLAHVLMI-UHFFFAOYSA-N^Y InChI=1/C4H10N2Si/c1-7(2,3)4-6-5/h4H,1-3H3 Key: ONDSBJMLAHVLMI-UHFFFAOYAN
SMILES C[Si](C)(C)[CH-][N+]#N [N-]=[N+]=C[Si](C)(C)C
Properties
Chemical formula	C₄H₁₀N₂Si
Molar mass	114.223 g·mol⁻¹
Appearance	greenish-yellow liquid
Boiling point	96.0 °C (204.8 °F; 369.1 K)
Hazards
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H330, H350, H370
Precautionary statements	P201, P202, P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P273, P280, P281, P284, P302+P352, P303+P361+P353, P304+P340, P307+P311, P308+P313, P310, P311, P314, P320, P332+P313, P362, P370+P378, P391, P403+P233, P403+P235, P405, P501
Safety data sheet (SDS)	External MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is ^YN ?) Infobox references