Allylmagnesium bromide is a Grignard reagent used for introducing the allyl group. It is commonly available as a solution in diethyl ether. It may be synthesized by treatment of magnesium with allyl bromide while maintaining the reaction temperature below 0 °C to suppress formation of hexadiene.[1] Allyl chloride can also be used in place of the bromide to give allylmagnesium chloride.[2] These reagents are used to prepare metal allyl complexes.
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| Names | |
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| IUPAC name
Allylmagnesium bromide
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| Systematic IUPAC name
Prop-2-enylmagnesium bromide | |
| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
| ECHA InfoCard | 100.015.497 |
PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |
| C3H5BrMg | |
| Molar mass | 145.282 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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References
edit- ^ Benson, R. E.; McKusick, B. C. (1958). "1,4-Pentadiene". Organic Syntheses. 38: 78.
- ^ O'Brien, S.; Fishwick, M.; McDermott, B.; Wallbridge, M. G. H.; Wright, G. A. (1972). "Isoleptic Allyl Derivatives of Various Metals". Inorganic Syntheses. Vol. 13. pp. 73–79. doi:10.1002/9780470132449.ch14. ISBN 9780470132449.
Further reading
edit- Chabot, P. (1996). "7. Infrared and Raman Spectroscopy". In Rakita, P. E.; Silverman, G. (eds.). Handbook of Grignard Reagents. New York, N.Y.: Marcel Dekker. pp. 93–102. ISBN 0-8247-9545-8.