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How many products might be formed on chlorination of o-xylene (o-dimethylbenzene), m-xylene, and p-xylene

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You should be careful to remember that iodine and fluorine cannot be introduced into an aromatic ring by the method used for bromine and chlorine. On its own, iodine is unreactive with aromatic rings, but one method for aromatic iodination is treatment in the presence of a copper salt such as copper(II)chloride where I2 is oxidized to the more electrophilic species I+.
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