Chemistry:Allylmagnesium bromide

Allylmagnesium bromide

Names
IUPAC name Allylmagnesium bromide
Systematic IUPAC name Prop-2-enylmagnesium bromide
Identifiers
CAS Number	1730-25-2 Y
3D model (JSmol)	Interactive image
ChemSpider	10796765 Y
PubChem CID	74413
InChI InChI=1S/C3H5.BrH.Mg/c1-3-2;;/h3H,1-2H2;1H;/q;;+1/p-1 Y Key: FEMBXICCJNZMMC-UHFFFAOYSA-M Y InChI=1/C3H5.BrH.Mg/c1-3-2;;/h3H,1-2H2;1H;/q;;+1/p-1/rC3H5Mg.BrH/c1-2-3-4;/h2H,1,3H2;1H/q+1;/p-1 Key: FEMBXICCJNZMMC-NCRCPWRRAY
SMILES [Br-].[Mg+]CC=C
Properties
Chemical formula	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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Infobox references

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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. Allyl chloride can also be used in place of the bromide to give allylmagnesium chloride. These reagents are used to prepare metal allyl complexes.

Further reading

• Chabot, P. (1996). "7. Infrared and Raman Spectroscopy". Handbook of Grignard Reagents. New York, N.Y.: Marcel Dekker. pp. 93–102. ISBN 0-8247-9545-8.