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Direct iodination of benzene is not possible because 

(1) Iodine is oxidizing agent 

(2) the product C6H5I  is reduced to by C6H6  HI

(3) HI is unstable

(4) ring is deactivated 

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Direct iodination of benzene is not possible because the product C6H5I  is reduced to by C6H6  HI

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