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Benzene is aromatic, so it is a highly stable compund and much less reactive with electrophiles than alkenes, so you cannot simply use Br2.
You need Br2 with a catalyst, FeBr3, to steal a Br- from Br2 to form Br+. Then, benzene (nucleophile) can attack Br+ (electrophile) to form a bond. Notice that benzene then loses aromaticity. FeBr4- can then attack hydrogen attached to the brominated carbon and restore the double bond. This process is called Electrophilic Aromatic Substitution. This also works with Cl2, and other reagants are required to do so for sulfonation or nitration.
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by heating it at 142°c
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