# Electric Attraction Vs Resonance Energy in Electrophilic Aromatic Substitution Reaction

Image Credits: MHHE

In the electrophilic aromatic substitution attack of Benzene by the nucleophile, as shown in the figure, nucleophile attacks hydrogen of the intermediate, instead of attacking the positive charge distributed ring; leading to substitution reaction.

Bezene's closed shell of six pi electrons is said to give it an extra stability (resonance energy)$_1$, but it is not clear and precise in the explanation of how the electric attraction is overcome by this another tendency which is described. So, the question is, how is this electrostatic attraction towards positive ring overcome by other tendency of stability?

$_1$ Organic Chemistry 11e by Solomons, Fryhle, Snyder, pg.671.

• @ImmortalPlayer The problem is that addition breaks the $\pi$-system created by the benzene ring. The $\pi$-system stabilizes the benzene. – DHMO Oct 12 '16 at 12:44