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Electrophilic aromatic substitution


aelek

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When synthesising brombenzene by reacting benzene with bromine and ferric turnings as a catalyst one gets not only the desired bromobenzene, but also di- and trisubstituted products. Now, since bromine is deactivating substituent, but still directs further substituents to ortho and para positions, what would be the structure of these sideproducts? Dibromobenene could either be 1,2 or 1,4, but what about tribromobenze?

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I would say it would probably be 2,4,6. That would be the most favoured sterically I would have thought..... You'd better look it up though or get confirmation as I am speculating here. Maybe you get the 2,4,6 as the most common, but then other configuration at much lower percentages.. ??

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