Dibutylmagnesium: Difference between revisions
Content deleted Content added
Converted to list-defined refs, fixed Germanisms |
→References: linebreaks |
||
| Line 51: | Line 51: | ||
==References== |
==References== |
||
<references> |
<references> |
||
<ref name=Encyc>Terry L. Rathman: "Dibutylmagnesium". In: |
<ref name=Encyc>Terry L. Rathman: "Dibutylmagnesium". In: ''[[Encyclopedia of Reagents for Organic Synthesis]]'', 2001, [[doi:10.1002/047084289X.rd063]]</ref> |
||
<ref name=Orig>Alan W. Duff, Peter B. Hitchcock, ''et al'': "'Dibutylmagnesium', a convenient reagent for the synthesis of useful organic magnesium reagents MgA<sub>2</sub> including cyclopentadienyls, aryloxides, and amides. Preparation of Zr(C<sub>5</sub>H<sub>5</sub>)Cl<sub>3</sub>. X-ray structure of [{μ-N(SiMe)<sub>3</sub>C<sub>6</sub>H<sub>4</sub>N}(SiMe<sub>3</sub>)-o(OEt<sub>2</sub>)]<sub>2</sub>." In: |
<ref name=Orig>Alan W. Duff, Peter B. Hitchcock, ''et al'': "'Dibutylmagnesium', a convenient reagent for the synthesis of useful organic magnesium reagents MgA<sub>2</sub> including cyclopentadienyls, aryloxides, and amides. Preparation of Zr(C<sub>5</sub>H<sub>5</sub>)Cl<sub>3</sub>. X-ray structure of [{μ-N(SiMe)<sub>3</sub>C<sub>6</sub>H<sub>4</sub>N}(SiMe<sub>3</sub>)-o(OEt<sub>2</sub>)]<sub>2</sub>." In: ''[[Journal of Organometallic Chemistry]].'' Issue 293 (1985), p. 271, {{doi|10.1016/0022-328X(85)80298-9}}.</ref> |
||
<ref name=Patent>"[https://patents.google.com/patent/CN101362772A/en Method for preparing dibutylmagnesium]" (Patent CN101362772A), retrieved via [[Google Patents]] 28 |
<ref name=Patent>"[https://patents.google.com/patent/CN101362772A/en Method for preparing dibutylmagnesium]" (Patent CN101362772A), retrieved via [[Google Patents]] 28 October 2018.</ref> |
||
<ref name=Sigma>{{Sigma-Aldrich|id=731110|name=Di-n-butylmagnesium solution, 1 M in ether and hexanes|accessdate=2018-10-28}}</ref> |
<ref name=Sigma>{{Sigma-Aldrich|id=731110|name=Di-n-butylmagnesium solution, 1 M in ether and hexanes|accessdate=2018-10-28}}</ref> |
||
<ref name=TransMet>Michael J. Michalczyk: "Synthesis of magnesium hydride by the reaction of phenylsilane and dibutylmagnesium." In: |
<ref name=TransMet>Michael J. Michalczyk: "Synthesis of magnesium hydride by the reaction of phenylsilane and dibutylmagnesium." In: ''[[Organometallics]].'' Issue 11 (1992), p. 2307, {{doi|10.1021/om00042a055}}.</ref> |
||
</references> |
</references> |
||
Revision as of 23:13, 10 July 2023
| |
| Names | |
|---|---|
| Other names
Di-n-butylmagnesium
| |
| Identifiers | |
3D model (JSmol)
|
|
| ChemSpider | |
| ECHA InfoCard | 100.013.397 |
| EC Number |
|
PubChem CID
|
|
CompTox Dashboard (EPA)
|
|
| |
| |
| Properties | |
| C 8H 18Mg | |
| Molar mass | 138.53 |
| Appearance | Waxy solid |
| Density | 0.713 g/mL at 25°C |
| Hazards | |
| GHS labelling: | |
    
| |
| Danger | |
| H250, H260, H314 | |
| P210, P222, P223, P231+P232, P260, P264, P280, P301+P330+P331, P302+P334, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P335+P334, P370+P378, P402+P404, P405, P422, P501 | |
| Related compounds | |
Related compounds
|
Dimethylmagnesium |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
| |
Dibutylmagnesium is an organometallic chemical compound of magnesium. Its chemical formula is C
8H
18Mg.[1] 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.[2]
Synthesis
Dibutylmagnesium can be obtained by reaction of butyllithium with magnesium butylchloride and subsequent addition of magnesium 2-ethylhexanoate.[3] The compound can also be prepared by hydrogenation of magnesium, followed by reaction with 1-butene.[1] It is also possible to prepare dibutylmagnesium using 2-chlorobutane, magnesium powder, and n-butyllithium.[4]
Use
Dibutylmagnesium is used as a convenient reagent for the preparation of organomagnesium compounds.[3][2][5]
References
- ^ a b Sigma-Aldrich Co., Di-n-butylmagnesium solution, 1 M in ether and hexanes. Retrieved on 2018-10-28.
- ^ a b Terry L. Rathman: "Dibutylmagnesium". In: Encyclopedia of Reagents for Organic Synthesis, 2001, doi:10.1002/047084289X.rd063
- ^ a b 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, doi:10.1016/0022-328X(85)80298-9.
- ^ "Method for preparing dibutylmagnesium" (Patent CN101362772A), retrieved via Google Patents 28 October 2018.
- ^ Michael J. Michalczyk: "Synthesis of magnesium hydride by the reaction of phenylsilane and dibutylmagnesium." In: Organometallics. Issue 11 (1992), p. 2307, doi:10.1021/om00042a055.