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Rank the following compounds in order of decreasing nucleophilicity. (1 = most nucleophilic)
Nucleophilicity increases with electron density; negatively charged molecules are more nucleophilic than neutral molecules. So HS- is the best nucleophile in this group.
Nucleophilicity also increases with size. This is because the larger an atom, the more polarizable it is. Size increases as we go down the periodic table, so H2S is a better nucleophile than H2O.
