The reactivity of benzene derivatives towards electrophilic substitution depends on the nature of the substituent group attached to the ring.
- Activating Groups: Electron-donating groups increase the electron density in the benzene ring, making it more susceptible to electrophilic attack. The methyl group (−CH3) in Toluene is an activating group due to the inductive effect (+I) and hyperconjugation. It activates the ring at ortho and para positions .
- Deactivating Groups: Electron-withdrawing groups decrease electron density.
- Chlorine (in Chlorobenzene) is deactivating due to a strong −I effect, although it is ortho-para directing .
- Nitro group (−NO2 in Nitrobenzene) is a strong deactivating group due to −I and −R effects .
- Conclusion: Toluene, having an activating group, is more reactive than Benzene (standard), Chlorobenzene (weakly deactivated), and Nitrobenzene (strongly deactivated).