[Broline]

Hey, I'm stuck on this practice question for my upcoming Organic Chem test. I understand that Bromine will come in and attack the cyclopentane, but I don't know where it will attack to form the major product. This is what I got so far, but its apparently not right.

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Thanks for any *delete me*

[Nescafe]

Bromine does not make the attack, it is an electrophile (empty sigma* orbital). The electrons on the oxygen of the furan initiate the electron pushing which leads to the consequent attack on the Br2 by the double bond within the furan ring and the eventual breaking of the Br-Br sigma bond.