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Rank the given compounds based on their susceptibility to electrophilic attack:

1. -OCH3 > -NO2 > -CH3
2. -NO2 > -CH3 > -OCH3
3. -CH3 > -OCH3 > -NO2
4. -NO2 > -OCH3 > -CH3

Correct answer: -CH3 > -OCH3 > -NO2

Solution

The -OCH3 group is an electron-donating group, enhancing reactivity towards electrophiles. The -CH3 group is also electron-donating but less so than -OCH3. The -NO2 group is electron-withdrawing, reducing reactivity. Thus, the order is III > I > II.

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