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In the nitration of toluene, which position is predominantly substituted?

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Question: In the nitration of toluene, which position is predominantly substituted?

Options:

  1. Ortho
  2. Meta
  3. Para
  4. All equally

Correct Answer: Para

Solution:

The para position is predominantly substituted due to steric hindrance at the ortho position, making the para product more favorable.

In the nitration of toluene, which position is predominantly substituted?

Practice Questions

Q1
In the nitration of toluene, which position is predominantly substituted?
  1. Ortho
  2. Meta
  3. Para
  4. All equally

Questions & Step-by-Step Solutions

In the nitration of toluene, which position is predominantly substituted?
  • Step 1: Understand that toluene is a benzene ring with a methyl group (CH3) attached.
  • Step 2: Know that nitration involves adding a nitro group (NO2) to the benzene ring.
  • Step 3: Identify the possible positions for substitution: ortho (next to the methyl group) and para (across from the methyl group).
  • Step 4: Recognize that the ortho position is hindered by the size of the methyl group, making it less favorable for substitution.
  • Step 5: Conclude that the para position is more favorable for substitution because it has less steric hindrance.
  • Electrophilic Aromatic Substitution – The reaction mechanism where an electrophile replaces a hydrogen atom on an aromatic ring.
  • Ortho/Para Directing Effects – Substituents on an aromatic ring can influence the position of incoming electrophiles, with methyl groups being ortho/para directors.
  • Steric Hindrance – The spatial arrangement of atoms that can hinder reactions at certain positions on a molecule.
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