Methylmagnesium chloride

Methylmagnesium chloride

Methylmagnesium chloride: shown with 2 molecules of THF coordinating to the Mg core.
Names
IUPAC name chlorido(methyl)magnesium
Other names (chloromagnesio)methane
Identifiers
CAS Number	676-58-4 Y 75-16-1 (bromide) N
3D model (JSmol)	Interactive image
ChEBI	CHEBI:51492 Y
ChemSpider	10610396 Y
ECHA InfoCard	100.010.573
PubChem CID	12670
CompTox Dashboard (EPA)	DTXSID7052365
InChI InChI=1S/CH3.ClH.Mg/h1H3;1H;/q;;+1/p-1 Y Key: RQNMYNYHBQQZSP-UHFFFAOYSA-M Y InChI=1/CH3.ClH.Mg/h1H3;1H;/q;;+1/p-1/rCH3Mg.ClH/c1-2;/h1H3;1H/q+1;/p-1 Key: RQNMYNYHBQQZSP-OWCPXFRBAR
SMILES [Cl-].[Mg+]C
Properties
Chemical formula	CH3MgCl
Molar mass	74.79 g/mol
Appearance	colorless solid
Solubility in water	Reacts with water
Solubility	soluble in diethyl ether and THF
Hazards
Occupational safety and health (OHS/OSH):
Main hazards	flammable
Related compounds
Related compounds	Phenylmagnesium bromide
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

Methylmagnesium chloride is an organometallic compound with the general formula CH₃MgCl. This highly flammable and moisture sensitive material is the simplest Grignard reagent and is commercially available, usually as a solution in tetrahydrofuran. Like methyllithium, it is the synthetic equivalent to the methyl carbanion synthon.

See also

• Methylation

Further reading

• Sakai, Shogo; Jordan, K. D. (1982). "Ab initio study of the structure and vibrational frequencies of the Grignard reagent methylmagnesium chloride". Journal of the American Chemical Society. 104 (14): 4019. doi:10.1021/ja00378a047.