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...
icon
Related questions
icon
Concept explainers
Question
# 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.
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.
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 2 steps with 2 images

Blurred answer
Knowledge Booster
Aromatic Compounds
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY