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Which position on a disubstituted benzene ring will a new substituent most likel

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Question: Which position on a disubstituted benzene ring will a new substituent most likely attach if one substituent is a strong electron-donating group and the other is a weak electron-withdrawing group?

Options:

  1. Ortho
  2. Meta
  3. Para
  4. None

Correct Answer: Ortho

Solution: 

The new substituent will most likely attach at the ortho position due to the activating effect of the electron-donating group.

Which position on a disubstituted benzene ring will a new substituent most likel

Practice Questions

Q1
Which position on a disubstituted benzene ring will a new substituent most likely attach if one substituent is a strong electron-donating group and the other is a weak electron-withdrawing group?
  1. Ortho
  2. Meta
  3. Para
  4. None

Questions & Step-by-Step Solutions

Which position on a disubstituted benzene ring will a new substituent most likely attach if one substituent is a strong electron-donating group and the other is a weak electron-withdrawing group?
  • Step 1: Understand that a disubstituted benzene ring has two substituents already attached to it.
  • Step 2: Identify the types of substituents: one is a strong electron-donating group (EDG) and the other is a weak electron-withdrawing group (EWG).
  • Step 3: Recognize that electron-donating groups activate the benzene ring, making it more reactive towards new substituents.
  • Step 4: Determine the positions where a new substituent can attach: ortho (next to the existing substituents), meta (one carbon away), and para (opposite side).
  • Step 5: Note that the strong EDG will have a greater influence on the reactivity of the ring compared to the weak EWG.
  • Step 6: Conclude that the new substituent will most likely attach at the ortho position because the EDG enhances the electron density there, making it more favorable for substitution.
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