Note: NBS under radical conditions provides a milder alternative for performing allylic radical bromination
Note: NBS works for benzylic bromination similar to Br2
Note: NBS is not strong enough to brominate completely non-activated alkanes (no allylic or benzylic positions)
Note: Radical bromination proceeds through an achiral (planar) radical intermediate, resulting in the racemization of affected chiral centers
Note: Allylic radicals have multiple resonance forms, resulting in multiple possible sites for addition and thus a mixture of multiple possible products
Note: Benzylic carbons can be brominated with NBS and peroxide, or Br2 and light