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Halogenation of Phenol Aromatic Ring


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When phenol reacts with liquid bromine, three products, 2-bromophenol, 4-bromophenol and hydrogen bromide are formed.


When phenol reacts with aqueous bromine, 2,4,6-tribromophenol and hydrogen bromide are formed.


So what is the role of water in the second reaction of creating a trisubstituted phenol? Is there something to do with intermolecular hydrogen bonding between the OH of the phenol and the water? Why is it not usually included when drawing chemical equations for the second reaction?


Thank you. =)

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