# Effect on acidity of benzene due to electron withdrawing groups

With respect to the compounds IV, choose the correct statement(s).

1. Compound II becomes more acidic when it has a $$\ce{-NO2}$$ substituent.
2. The acidity of compounds follows the order I > IV > V > II > III.
3. The conjugate base of compound IV is aromatic.
4. The acidity of compound I is due to delocalization in the conjugate base.

I am not able to decide about the first statement properly. I compared the acidity by considering the conjugate base, which is the same (benzyne) even if $$\ce{NO2}$$ group is added.

However, the solution says that it will increase acidity because of being an electron withdrawing group.

• Do you really think conjugate base of II is benzyne? – Aniruddha Deb Sep 29 at 16:48