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In the nitration of toluene, which product is predominantly formed?

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Question: In the nitration of toluene, which product is predominantly formed?

Options:

  1. Nitrotoluene
  2. Dinitrotoluene
  3. Benzyl alcohol
  4. Toluene sulfonic acid

Correct Answer: Nitrotoluene

Solution:

The predominant product is nitrotoluene, specifically ortho- and para-nitrotoluene due to the activating effect of the methyl group.

In the nitration of toluene, which product is predominantly formed?

Practice Questions

Q1
In the nitration of toluene, which product is predominantly formed?
  1. Nitrotoluene
  2. Dinitrotoluene
  3. Benzyl alcohol
  4. Toluene sulfonic acid

Questions & Step-by-Step Solutions

In the nitration of toluene, which product is predominantly formed?
  • Step 1: Understand that toluene is a compound made of a benzene ring with a methyl group (CH3) attached.
  • Step 2: Know that nitration is a chemical reaction where a nitro group (NO2) is added to a compound.
  • Step 3: Recognize that the methyl group in toluene is an activating group, which means it makes the benzene ring more reactive towards electrophiles like the nitronium ion (NO2+).
  • Step 4: Identify the positions on the benzene ring where the nitro group can attach: ortho (next to the methyl group) and para (across from the methyl group).
  • Step 5: Realize that due to the activating effect of the methyl group, the nitro group is more likely to attach at the ortho and para positions rather than the meta position.
  • Step 6: Conclude that the predominant products of the nitration of toluene are ortho-nitrotoluene and para-nitrotoluene.
  • Nitration of Aromatic Compounds – The process of introducing a nitro group (-NO2) into an aromatic compound, such as toluene, through electrophilic aromatic substitution.
  • Activating Groups – Functional groups, like the methyl group in toluene, that increase the electron density of the aromatic ring, making it more reactive towards electrophiles.
  • Ortho and Para Substitution – The positions on the aromatic ring where substitution occurs, with ortho (adjacent) and para (opposite) being favored in the presence of activating groups.
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