Dimethylmagnesium

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Dimethylmagnesium
Me2Mg.png
Identifiers
CAS number 2999-74-8 N
PubChem 18141
ChemSpider 10430979 N
Jmol-3D images Image 1
Properties
Molecular formula C2H6Mg
Molar mass 54.37 g mol−1
Density 0.96 g/cm3
Solubility in water Reacts
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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Infobox references

Dimethylmagnesium is an organomagnesium compound. Like other dialkylmagnesium compounds, it is prepared by adding at least one equivalent of dioxane to a solution of methylmagnesium halide:[1][2]

2 CH3MgX + dioxane is in equilibrium with (CH3)2Mg + MgX2(dioxane)

The complex of magnesium dihalide and dioxane precipitates as a solid, driving the Schlenk equilibrium to give the dialkylmagnesium compound, which remains in solution.

The structure of this compound has been determined by X-ray crystallography. The material is a polymer with tetrahedral magnesium centres, each surrounded by bridging methyl groups. The Mg-C distances are 224 pm.[3]

References[edit]

  1. ^ Cope, A. C. (1935). "The Preparation of Dialkylmagnesium Compounds from Grignard Reagents". J. Am. Chem. Soc. 57 (11): 2238–2240. doi:10.1021/ja01314a059. 
  2. ^ Anteunis, M. (1962). "Studies of the Grignard Reaction. II. Kinetics of the Reaction of Dimethylmagnesium with Benzophenone and of Methylmagnesium Bromide-Magnesium Bromide with Pinacolone". J. Org. Chem. 27 (2): 596–598. doi:10.1021/jo01049a060. 
  3. ^ Weiss, E. (1964). "Die Kristallstruktur des Dimethylmagnesiums". J. Organomet. Chem. 2 (4): 314–321. doi:10.1016/S0022-328X(00)82217-2.