When N-bromosuccinimide is added to hex-1-ene in CCl4 and a sunlamp is shone on the mixture, three products result.
(a) Give the structures of these three products.
(b) Propose a mechanism that accounts for the formation of these three products.
Treatment of hex-1-ene with NBS in the presence of carbon tetrachloride ( ) gives the three products. Thus, the reaction is as follows:
The resonance form of an allylic radical is as follows:
The first resonance form is a secondary allylic radical and the second structure is a primary allylic radical.
Now, the primary allylic radical reacts with and forms another allylic bromination product.
This product can be labelled as E and Z isomer.