Which of the following alkylbromides cannot be a product of the allylic bromination of 1-methylcyclopentene with NBS?
E) All of the above can be a product from the reaction.

Question

Quizplus · Accepted Answer

The product of allylic bromination of 1-methylcyclopentene with NBS results in a mixture of alkylbromides that can be formed by addition of Br to the allylic carbon or the vinylic carbon. However, one of the products from the reaction is 1-bromo-1-methylcyclopentene, which has a vinylic bromine at the allylic position. Therefore, option D cannot be formed in the reaction because it has a vinylic bromine at a non-allylic position.

Which of the Following Alkylbromides Cannot Be a Product of the Allylic