What is the expected major product for the following reaction sequence?

Question

Quizplus · Accepted Answer

The reaction sequence starts with bromination of the starting material (probably an alkene or an aromatic compound) using N-bromosuccinimide (NBS) and light. This results in the addition of a bromine atom to one of the sp2 carbons in the starting material, forming a new sp3 carbon center with a bromine substituent. The next step is treatment with sodium methoxide in methanol, which is a strong base and a nucleophile. This is likely to result in an elimination reaction, where the newly formed sp3 carbon center (which is likely to be a tertiary carbon) is deprotonated by the methoxide ion, leading to the formation of a new alkene. Since the bromine substituent is attached to an sp3 carbon that is not adjacent to the double bond, it is unlikely to participate in any further reactions. The only double bond in the product is likely to be the one that was formed in the elimination step, and the position of this double bond will depend on the structure of the starting material. Therefore, the best choice is E, which shows a product with a double bond between the second and third carbons.

What Is the Expected Major Product for the Following Reaction