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

InChIKey = NKMWVLHYZTUGPE-UHFFFAOYSA-M

(used as a Grignard-type reagent for nucleophilic substitution and addition reactions; single-electron transfer reagent for reductive coupling/cyclization)

• Physical Data: it appears as a purple suspension.
• Form Supplied in: unlike allylMgBr, this reagent is not commercially available; needs immediate preparation prior to use.
• Preparation: to a flask containing samarium powder were added THF and allyl bromide under a nitrogen atmosphere, and the mixture was stirred at ambient temperature for 1 h to yield a purple solution of allylsamarium bromide (eq 1).
• Handling, Storage, and Precautions: compared to allylmagnesium bromide, allylsamarium bromide is less reactive; no byproducts were observed during preparation. Moreover, it can be used in water at ambient temperature.