InChI = 1S/C3H5.BrH.Mg/c1-3-2;;/h3H,1-2H2;1H;/q;;+1/p-1

InChIKey = FEMBXICCJNZMMC-UHFFFAOYSA-M

InChI = 1S/C3H5.ClH.Mg/c1-3-2;;/h3H,1-2H2;1H;/q;;+1/p-1

InChIKey = PLYLAFITHJUEGX-UHFFFAOYSA-M

(allylating agents capable of easy addition to carbonyl compounds,^15–23 nitro compounds⁵⁷ and nitriles,^58–61 imines^43–50 and aza aromatics,^51–56 unactivated alkenes,^30–42 and of displacement reactions on halo compounds^{6,24–28,53,54})

• Physical Data: Br: fp −40 °C; d 0.851 g cm⁻³ (commercial reagent). Cl: fp −17 °C; d 0.995 g cm⁻³ (commercial reagent).
• Solubility: Br: very sol ether. Cl: slightly sol ether; sol THF.
• Form Supplied in: Br: 1.0 M solution in Et₂O packaged under N₂. Cl: 2.0 M solution in THF packaged under N₂.
• Preparative Methods: allylmagnesium bromide and chloride can be easily prepared by direct reaction of Magnesium with Allyl Bromide and Allyl Chloride, respectively^2–5 in diethyl ether and/or tetrahydrofuran. An excess of Mg (preferably 10%) is recommended.^6,7 Prior amalgamation of very pure Mg^3,4 suppresses the formation of 1,5-hexadiene. An improved preparation⁸ uses a THF slurry of Mg, obtained by co-condensation in a rotating solution reactor.⁹ Preactivation of Mg by dry stirring in an inert atmosphere is also highly beneficial.¹⁰ Allylpotassium can be readily converted into the magnesium analogs by simply adding a solution of Magnesium Bromide in THF.^11,12 Most of the work on allylic Grignards has been carried out with the bromide. Indeed, the bromide can be prepared in slightly higher yield than the chloride and shows a greater solubility in ether.¹
• Handling, Storage, and Precautions: both moisture-sensitive; highly inflammable; react violently with water; induce burns. Bottles of these reagents should be flushed with N₂, kept tightly sealed to preclude contact with oxygen, and stored far from sparks. In case of contact with eyes and skin, wash immediately with abundant water.