Determine the most stable chair conformation for the following compound: NH2 "NH2 NH2 NH2 H2N. NH2 ZNHNH, H2N NH2

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
Question
**Title: Determining the Most Stable Chair Conformation for a Given Compound**

**Description:** 

In this exercise, we aim to determine the most stable chair conformation for a given cyclohexane compound with two attached amino (NH₂) groups.

**Compound Description:**
The compound given is a cyclohexane ring with two amino groups (NH₂) attached at different positions on the ring.

**Objective:**
Select the most stable chair conformation from the given options.

**Possible Chair Conformations:**

1. **First Chair Conformation:**
   - Both NH₂ groups are in axial positions.
   
2. **Second Chair Conformation:**
   - One NH₂ group is in an equatorial position and the other NH₂ group is in an axial position.
   
3. **Third Chair Conformation:**
   - Both NH₂ groups are in equatorial positions.
   
4. **Fourth Chair Conformation:**
   - One NH₂ group is in an axial position and the other NH₂ group is in an equatorial position.

**Explanation of the Graphical Representations:**

- **Axial positions** are represented by bonds that are parallel to the ring axis, either pointing straight up or down.
- **Equatorial positions** are represented by bonds that are at an angle, roughly in the plane of the ring, extending outward.

**Graphical Diagram Analysis:**

- **First Chair Conformation:** 
  - Both amino groups are axial.
- **Second Chair Conformation:** 
  - The amino groups are staggered with one axial and one equatorial.
- **Third Chair Conformation:** 
  - Both amino groups are equatorial.
- **Fourth Chair Conformation:** 
  - Similar to the second, with one axial and one equatorial, but on different carbons than in the second case.

**Question:**
Which of these conformations represents the most stable chair form for the compound?

**Considerations for Stability:**
- Typically, equatorial positions are more stable because they reduce steric hindrance.
- The preferred conformation usually will place bulky substituents (like NH₂ groups) in equatorial positions to minimize 1,3-diaxial interactions.

**Conclusions:**
Select the chair diagram where both NH₂ groups are in the equatorial positions as it represents the most stable conformation for this compound due to reduced steric hindrance and minimized 1,3-diaxial interactions
Transcribed Image Text:**Title: Determining the Most Stable Chair Conformation for a Given Compound** **Description:** In this exercise, we aim to determine the most stable chair conformation for a given cyclohexane compound with two attached amino (NH₂) groups. **Compound Description:** The compound given is a cyclohexane ring with two amino groups (NH₂) attached at different positions on the ring. **Objective:** Select the most stable chair conformation from the given options. **Possible Chair Conformations:** 1. **First Chair Conformation:** - Both NH₂ groups are in axial positions. 2. **Second Chair Conformation:** - One NH₂ group is in an equatorial position and the other NH₂ group is in an axial position. 3. **Third Chair Conformation:** - Both NH₂ groups are in equatorial positions. 4. **Fourth Chair Conformation:** - One NH₂ group is in an axial position and the other NH₂ group is in an equatorial position. **Explanation of the Graphical Representations:** - **Axial positions** are represented by bonds that are parallel to the ring axis, either pointing straight up or down. - **Equatorial positions** are represented by bonds that are at an angle, roughly in the plane of the ring, extending outward. **Graphical Diagram Analysis:** - **First Chair Conformation:** - Both amino groups are axial. - **Second Chair Conformation:** - The amino groups are staggered with one axial and one equatorial. - **Third Chair Conformation:** - Both amino groups are equatorial. - **Fourth Chair Conformation:** - Similar to the second, with one axial and one equatorial, but on different carbons than in the second case. **Question:** Which of these conformations represents the most stable chair form for the compound? **Considerations for Stability:** - Typically, equatorial positions are more stable because they reduce steric hindrance. - The preferred conformation usually will place bulky substituents (like NH₂ groups) in equatorial positions to minimize 1,3-diaxial interactions. **Conclusions:** Select the chair diagram where both NH₂ groups are in the equatorial positions as it represents the most stable conformation for this compound due to reduced steric hindrance and minimized 1,3-diaxial interactions
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 3 steps with 1 images

Blurred answer
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
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