Rank the following in order of decreasing nucleophilicity,putting the most nucleophilic first.

Question

Quizplus · Accepted Answer

Nucleophilicity increases with increasing electron density or decreasing electronegativity. 
III has the most available electron density due to the presence of two electron-donating methyl groups, making it the most nucleophilic. 
II is the next most nucleophilic because although it has only one electron-donating group, it is still more electronegative than III. 
IV is the least nucleophilic because the positive charge on the nitrogen atom reduces its nucleophilicity. 
I is less nucleophilic than II and III because it has a positive charge on the nitrogen atom and a carbonyl group, which reduces its electron density.

Rank the Following in Order of Decreasing Nucleophilicity,putting the Most