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Mechanism of the Wohl-Ziegler Reaction

It is very important to keep the concentration of


Br2 and HBr low to prevent side reactions
derived from simple ionic addition with the
alkene. These reagents are therefore generated
in situ from NBS. The catalytically active
species is Br2, which is almost always present
in NBS samples (red colour).
A radical initiator (UV, AIBN) is needed for the
homolytic bond cleavage of Br2 :

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