Chemistry
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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isn't true that -OCH3 (methoxy group) The methoxy group is electron withdrawing by the inductive effect of the oxygen atom, since the electronegativity of oxygen is 2.6??? However in EAS, -OCH3 is EDG (electron donating group), why????????

The image displays a chart categorizing substituents in aromatic compounds based on their electron donating or withdrawing capabilities and their directing effects in electrophilic aromatic substitution.

**Most Activating (EDG - Electron Donating Groups):**
- **Strongly Activating**: 
  - ─O⁻
  - ─NR₂
  - ─NH₂
  - ─OH
  - ─OR

- **Moderately Activating**: 
  - ─NHCOR
  - ─OCOR
  - ─R

- **Weakly Activating**:
  - ─Ar
  - ─C═CR₂

**Reference Group:**
- **H**: Neutral reference position.

**Deactivating (EWG - Electron Withdrawing Groups):**

- **Weakly Deactivating**: 
  - ─F, ─Cl, ─Br, ─I
  - ─CH═CH₂

- **Moderately Deactivating**: 
  - ─CHOR
  - ─COR
  - ─COH
  - ─CCl₃
  - ─CF₃
  - ─C≡N

- **Strongly Deactivating**: 
  - ─SO₂H
  - ─COOH
  - ─NH₃⁺
  - ─NR₃⁺
  - ─NO₂

**Directing Effects:**
- **Ortho/Para Directing**: Groups listed under the activating category tend to direct incoming substituents to the ortho and para positions.
  
- **Meta Directing**: Groups listed under the deactivating category direct incoming substituents to the meta position.

The chart is essential for understanding the reactivity of aromatic compounds in synthetic chemistry, particularly in predicting the positions where new substituents will attach during reactions.
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Transcribed Image Text:The image displays a chart categorizing substituents in aromatic compounds based on their electron donating or withdrawing capabilities and their directing effects in electrophilic aromatic substitution. **Most Activating (EDG - Electron Donating Groups):** - **Strongly Activating**: - ─O⁻ - ─NR₂ - ─NH₂ - ─OH - ─OR - **Moderately Activating**: - ─NHCOR - ─OCOR - ─R - **Weakly Activating**: - ─Ar - ─C═CR₂ **Reference Group:** - **H**: Neutral reference position. **Deactivating (EWG - Electron Withdrawing Groups):** - **Weakly Deactivating**: - ─F, ─Cl, ─Br, ─I - ─CH═CH₂ - **Moderately Deactivating**: - ─CHOR - ─COR - ─COH - ─CCl₃ - ─CF₃ - ─C≡N - **Strongly Deactivating**: - ─SO₂H - ─COOH - ─NH₃⁺ - ─NR₃⁺ - ─NO₂ **Directing Effects:** - **Ortho/Para Directing**: Groups listed under the activating category tend to direct incoming substituents to the ortho and para positions. - **Meta Directing**: Groups listed under the deactivating category direct incoming substituents to the meta position. The chart is essential for understanding the reactivity of aromatic compounds in synthetic chemistry, particularly in predicting the positions where new substituents will attach during reactions.
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