2. Circle the compound that would have the lowest energy at its most stable conformation and box the compound that would have the highest energy at its most stable conformation. 호호호호

Pushing Electrons
4th Edition
ISBN:9781133951889
Author:Weeks, Daniel P.
Publisher:Weeks, Daniel P.
Chapter1: Lewis Structures
Section: Chapter Questions
Problem 13EQ: This is done by removing an unshared pair from each of two adjacent atoms and adding one electron...
icon
Related questions
Question
### Understanding Conformational Stability

**Objective:**
Determine which compound has the lowest energy at its most stable conformation and which one has the highest energy.

**Question:**
2. Circle the compound that would have the lowest energy at its most stable conformation and box the compound that would have the highest energy at its most stable conformation.

**Structural Diagrams:**
Below are four structural diagrams of cyclohexane derivatives. Each structure exhibits different substituent positions, either axial or equatorial.

1. **First Structure:**
   - One methyl group in the equatorial position.
   - Another methyl group in the axial position.
   - A third methyl group in the axial position, opposite the first.

2. **Second Structure:**
   - One methyl group in the equatorial position.
   - Another methyl group in the equatorial position.
   - A third methyl group in the axial position.

3. **Third Structure:**
   - One methyl group in the equatorial position.
   - Another methyl group in the axial position.
   - A third methyl group in the equatorial position, opposite the first.

4. **Fourth Structure:**
   - One methyl group in the axial position.
   - Another methyl group in the axial position, opposite the first.
   - A third methyl group in the axial position.

### Detailed Analysis:

- In the **first structure**, two large groups are in the unfavorable axial positions, leading to high steric strain.
- In the **second structure**, two large groups take the more favorable equatorial positions, reducing steric strain.
- In the **third structure**, there is less steric hindrance due to the axial-equatorial positioning.
- In the **fourth structure**, three large groups are in axial positions, significantly increasing steric strain and energy.

### Conclusion:

- **Circle** the **second structure** as it has the lowest energy conformation due to minimized steric hindrance.
- **Box** the **fourth structure** as it has the highest energy conformation due to maximum steric strain.
Transcribed Image Text:### Understanding Conformational Stability **Objective:** Determine which compound has the lowest energy at its most stable conformation and which one has the highest energy. **Question:** 2. Circle the compound that would have the lowest energy at its most stable conformation and box the compound that would have the highest energy at its most stable conformation. **Structural Diagrams:** Below are four structural diagrams of cyclohexane derivatives. Each structure exhibits different substituent positions, either axial or equatorial. 1. **First Structure:** - One methyl group in the equatorial position. - Another methyl group in the axial position. - A third methyl group in the axial position, opposite the first. 2. **Second Structure:** - One methyl group in the equatorial position. - Another methyl group in the equatorial position. - A third methyl group in the axial position. 3. **Third Structure:** - One methyl group in the equatorial position. - Another methyl group in the axial position. - A third methyl group in the equatorial position, opposite the first. 4. **Fourth Structure:** - One methyl group in the axial position. - Another methyl group in the axial position, opposite the first. - A third methyl group in the axial position. ### Detailed Analysis: - In the **first structure**, two large groups are in the unfavorable axial positions, leading to high steric strain. - In the **second structure**, two large groups take the more favorable equatorial positions, reducing steric strain. - In the **third structure**, there is less steric hindrance due to the axial-equatorial positioning. - In the **fourth structure**, three large groups are in axial positions, significantly increasing steric strain and energy. ### Conclusion: - **Circle** the **second structure** as it has the lowest energy conformation due to minimized steric hindrance. - **Box** the **fourth structure** as it has the highest energy conformation due to maximum steric strain.
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 3 steps with 2 images

Blurred answer
Follow-up Questions
Read through expert solutions to related follow-up questions below.
Follow-up Question

how did you know which was high energy and which was low?

Solution
Bartleby Expert
SEE SOLUTION
Follow-up Question

how did you choose these options

Solution
Bartleby Expert
SEE SOLUTION
Knowledge Booster
Alkanes and Cycloalkanes
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
Pushing Electrons
Pushing Electrons
Chemistry
ISBN:
9781133951889
Author:
Weeks, Daniel P.
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9781305580350
Author:
William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:
Cengage Learning
World of Chemistry, 3rd edition
World of Chemistry, 3rd edition
Chemistry
ISBN:
9781133109655
Author:
Steven S. Zumdahl, Susan L. Zumdahl, Donald J. DeCoste
Publisher:
Brooks / Cole / Cengage Learning
Organic And Biological Chemistry
Organic And Biological Chemistry
Chemistry
ISBN:
9781305081079
Author:
STOKER, H. Stephen (howard Stephen)
Publisher:
Cengage Learning,
General, Organic, and Biological Chemistry
General, Organic, and Biological Chemistry
Chemistry
ISBN:
9781285853918
Author:
H. Stephen Stoker
Publisher:
Cengage Learning
Chemistry for Today: General, Organic, and Bioche…
Chemistry for Today: General, Organic, and Bioche…
Chemistry
ISBN:
9781305960060
Author:
Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:
Cengage Learning