Which aromatic compound is most reactive towards electrophilic substitution?

Practice Questions

Q1
Which aromatic compound is most reactive towards electrophilic substitution?
  1. Benzene
  2. Toluene
  3. Nitrobenzene
  4. Chlorobenzene

Questions & Step-by-Step Solutions

Which aromatic compound is most reactive towards electrophilic substitution?
  • Step 1: Understand what aromatic compounds are. Aromatic compounds are special types of hydrocarbons that have a ring structure and follow Huckel's rule.
  • Step 2: Know what electrophilic substitution means. This is a reaction where an electrophile (a positively charged species) replaces a hydrogen atom in the aromatic ring.
  • Step 3: Identify the two compounds to compare: benzene and toluene. Benzene is a simple aromatic compound, while toluene has a methyl group (CH3) attached to it.
  • Step 4: Recognize the effect of the methyl group. The methyl group is an electron-donating group, which means it pushes electrons towards the aromatic ring.
  • Step 5: Understand how the electron-donating effect increases reactivity. The more electrons in the ring, the more stable the sigma complex (the intermediate formed during the reaction), making the compound more reactive.
  • Step 6: Conclude that toluene is more reactive than benzene because the methyl group helps stabilize the sigma complex during electrophilic substitution.
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