Dimethylmagnesium

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Dimethylmagnesium
Names
IUPAC name
Dimethylmagnesium
Identifiers
3D model (
JSmol
)
ChemSpider
UNII
  • InChI=1S/2CH3.Mg/h2*1H3; ☒N
    Key: KZLUHGRPVSRSHI-UHFFFAOYSA-N ☒N
  • C[Mg]C
Properties
C2H6Mg
Molar mass 54.375 g·mol−1
Density 0.96 g/cm3
Reacts
Related compounds
Related compounds
 Dibutylmagnesium
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Dimethylmagnesium is an

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]

2 CH3MgX + 2 dioxane ⇌ (CH3)2Mg + MgX2(μ-dioxane)2↓

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

Addition of

1,4-dioxane causes precipitation of solid MgX2(μ-dioxane)2, a coordination polymer.[4] This precipitation drives the Schlenk equilibrium toward (CH3)2Mg. Related methods have been applied to other dialkylmagnesium compounds.[3]

Dimethylmagnesium can also be prepared by combining dimethylmercury and magnesium.[5][6]

Properties

The structure of this compound has been determined by

Dimethylberyllium adopts the same structure.[8]

References

  1. 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".
    doi:10.1021/jo01049a060
    .
  3. ^
    doi:10.1002/9780470132500.ch61
    .
  4. ^
    PMID 31328293
    .
  5. ISBN 978-3-13-180654-3
  6. ISBN 978-0-412-43060-2
  7. doi:10.1016/S0022-328X(00)82217-2
    .
  8. hdl:2027/mdp.39015095081207
    .
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