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HOCl is a stronger acid than HOI because the Cl is far more electronegative than the I in their respective acids. The more electronegative a molecule is, the less electron density around the H, making it easier for the H to be donated to another molecule. The easier a H atom is donated from an acid, the stronger that acid is, so since HOCl is more electronegative, it can lose the H atom easier and is therefore a stronger acid than HOI.
Electronegativity is the tendency of an atom to attract a bonding pair of electrons and Cl is more electronegative than I. The weaker the bond the more likely it will lose an H+. Also HOCL is more stable.
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