Methylmagnesium chloride

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Methylmagnesium chloride
Methylmagnesium-chloride-THF-3D-balls.png
Names
IUPAC name
chlorido(methyl)magnesium
Other names
(chloromagnesio)methane
Identifiers
676-58-4 YesY
75-16-1 (bromide)
ChEBI CHEBI:51492 YesY
ChemSpider 10610396 YesY
Jmol-3D images Image
PubChem 12670
Properties
CH3MgCl
Molar mass 74.79 g/mol
Appearance colorless solid
Reacts with water
Solubility soluble in diethyl ether and THF
Hazards
Main hazards flammable
Related compounds
Related compounds
Phenylmagnesium bromide
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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Infobox references

Methylmagnesium chloride is a commercially available Grignard reagent. Like methyllithium, it is the synthetic equivalent to the methyl carbanion synthon. It is usually sold as a solution in tetrahydrofuran. The model of the molecule shows methylmagnesium chloride with the magnesium atom in the center. Two molecules of tetrahydrofuran (in the upper part of the drawing) coordinate by their oxygen atoms to magnesium.

Like all Grignard reagents, this is a moisture sensitive compound.

See also[edit]

Further reading[edit]

  • 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.