Dimethylmagnesium

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Dimethylmagnesium
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Template:Longitem Template:Chem2
Molar mass Template:Chem molar mass
Appearance White solid
Density 0.96 g/cm3
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Dimethylmagnesium is an organomagnesium compound with the chemical formula Template:Chem2. It is a white pyrophoric solid.[1][2] Dimethylmagnesium is used in the synthesis of organometallic compounds.

Preparation

Like other dialkylmagnesium compounds, dimethylmagnesium is prepared by adding dioxane to a solution of methylmagnesium halide:[3]

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In such procedures, the dimethylmagnesium exists as the ether adduct, not the polymer.[4]

Addition of 1,4-dioxane causes precipitation of solid Template:Chem2, a coordination polymer.[4] This precipitation drives the Schlenk equilibrium toward Template:Chem2. Related methods have been applied to other dialkylmagnesium compounds.[5]

Dimethylmagnesium can also be prepared by combining dimethylmercury and magnesium.[6][7]

Calcium metal, magnesium metal and methyl iodide react in diethyl ether to produce dimethylmagnesium.[6]

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Properties

Single crystals can be obtained by recrystallization of crude dimethylmagnesium from trimethylgallium.[3] The structure of this compound has been determined by X-ray crystallography. The material is a polymer with the same connectivity as silicon disulfide, featuring tetrahedral magnesium centres, each surrounded by bridging methyl groups. The Mg-C distances are 223 pm. The Mg-Mg distances are 272 pm.[3][8]

The linear chain structure seen for dimethylmagnesium is also observed for diethylmagnesium and dimethylberyllium.[9] Di(tert-butyl)magnesium is however a dimer.[10]

References

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