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
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...
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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
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