Given the planar trisubstituted cyclohexane, fill in the missing substituents (with H or Cl) to complete the two possible cyclohexane chair conformations. Then, determine the more stable conformer. You might find it helpful to make a model of the cyclohexane to help visualize the chair conformations. & Br H. H H H H H Chair 1 Br chair flip Answer Bank H F H H H. H H H Chair 2

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
**Cyclohexane Chair Conformations: Understanding Stability and Substituents**

To enhance your knowledge of cyclohexane chair conformations, let’s explore a given planar trisubstituted cyclohexane and work through completing the two possible chair conformations. Following this, we will determine the more stable conformer. It is recommended to utilize a model of cyclohexane for a better grasp of the chair conformations.

### Exercise Overview:
The given molecule is a trisubstituted cyclohexane with Chlorine (Cl), Bromine (Br), and Fluorine (F) substituents.

#### Objective:
1. Complete the missing substituents (with H or Cl).
2. Determine the more stable conformer.

### Molecular Structure:

**Planar Cyclohexane Structure:**
- The cyclohexane ring is depicted with three substituents:
  - Cl (Chlorine)
  - F (Fluorine)
  - Br (Bromine)

**Chair Conformations:**
Visualize two chair conformations labeled Chair 1 and Chair 2.

**Chair 1 and Chair 2:**

- **Chair 1 Diagram:**
The first chair conformation shows the cyclohexane ring in a 3D chair form with several hydrogen (H) atoms marked. There are also several positions where substituents are missing.

- **Chair 2 Diagram:**
A mirrored chair form of Chair 1 is depicted, indicating a 'chair flip.' Similar to Chair 1, this structure has several hydrogen atoms with a few positions requiring substitutions.

**Answer Bank:**
An answer bank containing four substituents is provided:
- Br (Bromine)
- H (Hydrogen)
- F (Fluorine)
- Cl (Chlorine)

### Completing the Chair Conformations:

1. **Identify Substituents’ Axial and Equatorial Positions:**
   - On the cyclohexane chair forms, substituents can occupy either axial (vertical) or equatorial (horizontal) positions.
   - Determine where each substituent (Cl, Br, F) and hydrogen atoms (H) should be placed in both Chair 1 and Chair 2 conformations.

2. **Chair Flip Concept:**
   - The chair flip involves an inversion of axial and equatorial positions.
   - Substituents on axial positions in Chair 1 will
Transcribed Image Text:**Cyclohexane Chair Conformations: Understanding Stability and Substituents** To enhance your knowledge of cyclohexane chair conformations, let’s explore a given planar trisubstituted cyclohexane and work through completing the two possible chair conformations. Following this, we will determine the more stable conformer. It is recommended to utilize a model of cyclohexane for a better grasp of the chair conformations. ### Exercise Overview: The given molecule is a trisubstituted cyclohexane with Chlorine (Cl), Bromine (Br), and Fluorine (F) substituents. #### Objective: 1. Complete the missing substituents (with H or Cl). 2. Determine the more stable conformer. ### Molecular Structure: **Planar Cyclohexane Structure:** - The cyclohexane ring is depicted with three substituents: - Cl (Chlorine) - F (Fluorine) - Br (Bromine) **Chair Conformations:** Visualize two chair conformations labeled Chair 1 and Chair 2. **Chair 1 and Chair 2:** - **Chair 1 Diagram:** The first chair conformation shows the cyclohexane ring in a 3D chair form with several hydrogen (H) atoms marked. There are also several positions where substituents are missing. - **Chair 2 Diagram:** A mirrored chair form of Chair 1 is depicted, indicating a 'chair flip.' Similar to Chair 1, this structure has several hydrogen atoms with a few positions requiring substitutions. **Answer Bank:** An answer bank containing four substituents is provided: - Br (Bromine) - H (Hydrogen) - F (Fluorine) - Cl (Chlorine) ### Completing the Chair Conformations: 1. **Identify Substituents’ Axial and Equatorial Positions:** - On the cyclohexane chair forms, substituents can occupy either axial (vertical) or equatorial (horizontal) positions. - Determine where each substituent (Cl, Br, F) and hydrogen atoms (H) should be placed in both Chair 1 and Chair 2 conformations. 2. **Chair Flip Concept:** - The chair flip involves an inversion of axial and equatorial positions. - Substituents on axial positions in Chair 1 will
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 3 steps with 2 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