Dibutylmagnesium Explained

Dibutylmagnesium is an organometallic chemical compound of magnesium. Its chemical formula is . Dibutylmagnesium is a chemical compound from the group of organomagnesium compounds. The pure substance is a waxy solid. Commercially, it is marketed as solution in heptane.

Synthesis

Dibutylmagnesium can be obtained by reaction of butyllithium with magnesium butylchloride and subsequent addition of magnesium 2-ethylhexanoate. The compound can also be prepared by hydrogenation of magnesium, followed by reaction with 1-butene. It is also possible to prepare dibutylmagnesium using 2-chlorobutane, magnesium powder, and n-butyllithium.

Use

Dibutylmagnesium is used as a convenient reagent for the preparation of organomagnesium compounds.

References

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Notes and References

1. Terry L. Rathman: "Dibutylmagnesium". In: Encyclopedia of Reagents for Organic Synthesis, 2001,
2. Alan W. Duff, Peter B. Hitchcock, et al: "'Dibutylmagnesium', a convenient reagent for the synthesis of useful organic magnesium reagents MgA₂ including cyclopentadienyls, aryloxides, and amides. Preparation of Zr(C₅H₅)Cl₃. X-ray structure of [{μ-N(SiMe)₃C₆H₄N}(SiMe₃)-o(OEt₂)]₂." In: Journal of Organometallic Chemistry. Issue 293 (1985), p. 271, .
3. "Method for preparing dibutylmagnesium" (Patent CN101362772A), retrieved via Google Patents 28 October 2018.
4. Michael J. Michalczyk: "Synthesis of magnesium hydride by the reaction of phenylsilane and dibutylmagnesium." In: Organometallics. Issue 11 (1992), p. 2307, .