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Which aromatic compound is most reactive towards electrophilic substitution?

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Question: Which aromatic compound is most reactive towards electrophilic substitution?

Options:

  1. Benzene
  2. Toluene
  3. Nitrobenzene
  4. Chlorobenzene

Correct Answer: Toluene

Solution:

Toluene is more reactive than benzene due to the electron-donating effect of the methyl group, which stabilizes the sigma complex.

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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