Problem: The compound below is treated with N-bromosuccinimide (NBS) in the presence of light.Draw both resonance structures for the radical produced by reaction of the compound with a bromine atom. Assume reaction occurs only at the weakest C-H bond.You do not have to consider stereochemistry.You do not have to explicitly draw H atoms.Separate resonance structures using the ? symbol from the dropdown menu.Include all valence radical electrons in your answer.

FREE Expert Solution

Using NBS will add a Br to the alkene via allylic radical bromination.

  • In the mechanism, a radical will be formed.
  • The radical can resonate due to the double bond present. 


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Problem Details

The compound below is treated with N-bromosuccinimide (NBS) in the presence of light.

Draw both resonance structures for the radical produced by reaction of the compound with a bromine atom. Assume reaction occurs only at the weakest C-H bond.

You do not have to consider stereochemistry.

You do not have to explicitly draw H atoms.

Separate resonance structures using the ? symbol from the dropdown menu.

Include all valence radical electrons in your answer.