For each of the following compounds determine which (if any) lone pairs are participating in aromaticity: 3 -H O 1) are not participating; 2) lone-pair of nitrogen is participating; 3) is participating, 4) One lone-pair of sulfur is participating O 1) are not participating; 2) lone-pair of nitrogen is participating; 3) is participating, 4) lone-pair of nitrogen is participating O 1) are participating; 2) one lone-pair of oxygen is participating; 3) is not participating, 4) One lone-pair of sulfur is participating O 1) are not participating; 2) one lone-pair of oxygen is participating; 3) is not participating, 4) One lone-pair of sulfur is participating
For each of the following compounds determine which (if any) lone pairs are participating in aromaticity: 3 -H O 1) are not participating; 2) lone-pair of nitrogen is participating; 3) is participating, 4) One lone-pair of sulfur is participating O 1) are not participating; 2) lone-pair of nitrogen is participating; 3) is participating, 4) lone-pair of nitrogen is participating O 1) are participating; 2) one lone-pair of oxygen is participating; 3) is not participating, 4) One lone-pair of sulfur is participating O 1) are not participating; 2) one lone-pair of oxygen is participating; 3) is not participating, 4) One lone-pair of sulfur is participating
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Transcribed Image Text:# Aromaticity and Lone Pair Participation
## Objective:
Determine which (if any) lone pairs are participating in the aromaticity for each of the following compounds.
### Compounds:
1. **Compound 1**: A six-membered ring with a nitrogen atom replacing one of the carbon atoms in the benzene ring.
2. **Compound 2**: A six-membered ring with a nitrogen atom and an adjacent aromatic ring, illustrating lone pairs on the nitrogen.
3. **Compound 3**: An eight-membered ring with a nitrogen atom and lone pairs indicated outside the ring.
4. **Compound 4**: A five-membered ring with a nitrogen atom containing lone pairs.
### Questions:
Evaluate the participation of lone pairs in aromaticity for each compound:
- **Option 1**: Lone pairs are not participating.
- **Option 2**: Lone pair of nitrogen is participating.
- **Option 3**: Lone pair of oxygen is participating.
- **Option 4**: One lone pair of sulfur is participating.
### Notes:
- Each compound should be considered independently to ascertain which lone pairs, if any, contribute to aromatic stability.
- Factors influencing aromaticity include the potential for lone pairs to delocalize and maintain a continuous ring of p-orbitals.
Understanding the role of lone pairs in these types of compounds provides insight into the broader principles affecting aromaticity and stability.
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