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NEET CHEMISTRYMedium

The most reactive compound among the following toward electrophilic aromatic substitution reaction is:

A

Toluene

B

Benzene

C

Chlorobenzene

D

Nitrobenzene

Step-by-Step Solution

The reactivity of benzene derivatives towards electrophilic substitution depends on the nature of the substituent group attached to the ring.

  1. Activating Groups: Electron-donating groups increase the electron density in the benzene ring, making it more susceptible to electrophilic attack. The methyl group (CH3-CH_3) in Toluene is an activating group due to the inductive effect (+I+I) and hyperconjugation. It activates the ring at ortho and para positions .
  2. Deactivating Groups: Electron-withdrawing groups decrease electron density.
  • Chlorine (in Chlorobenzene) is deactivating due to a strong I-I effect, although it is ortho-para directing .
  • Nitro group (NO2-NO_2 in Nitrobenzene) is a strong deactivating group due to I-I and R-R effects .
  1. Conclusion: Toluene, having an activating group, is more reactive than Benzene (standard), Chlorobenzene (weakly deactivated), and Nitrobenzene (strongly deactivated).
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