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As we said in lecture, furan (left) is less aromatic than benzene. At cold temperatures, addition products such as A can be observed. However, when a solution of product A is allowed to warm up, it will decompose to B, restoring aromaticity. Draw a curved arrow mechanism for formation of A and then B. You may assume that the first elementary step of the addition reaction is formation of a bromonium ion. 1. Br2 cold Br warm

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