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 75-16-1 (bromide)
ChEBI	CHEBI:51492
ChemSpider	10610396
Jmol interactive 3D	Image
PubChem	12670
InChI InChI=1S/CH3.ClH.Mg/h1H3;1H;/q;;+1/p-1 Key: RQNMYNYHBQQZSP-UHFFFAOYSA-M 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
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).
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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.