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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Can the following two molecules be seperated by column chromatography or recrystalization? Explain

Transcribed Image Text:### Cyclohexane Chair Conformations with Bromine Substitution
On this page, we examine the structural representations of cyclohexane in its chair conformation, focusing on the impact of substituting a hydrogen atom with a bromine atom (Br). The chair conformation is the most stable form of cyclohexane due to minimized steric strain.
#### Structures:
1. **Left Diagram: Cyclohexane with Equatorial Bromine Substitution**
- This diagram shows a cyclohexane molecule in a chair conformation.
- A bromine atom (Br) is attached to one of the carbon atoms.
- The bromine atom is positioned equatorially, meaning it is aligned roughly parallel to the plane of the ring. This positioning minimizes steric hindrance with other substituents and is typically more stable compared to axial positions.
2. **Right Diagram: Cyclohexane with Axial Bromine Substitution**
- Here, the cyclohexane molecule is also depicted in a chair conformation.
- However, the bromine atom (Br) is attached in an axial position.
- The axial position places the bromine atom perpendicular to the plane of the ring, which might introduce more steric hindrance compared to the equatorial position.
### Key Concepts:
- **Chair Conformation:**
- A three-dimensional shape that cyclohexane adopts to relieve angle strain and torsional strain, resembling a chair.
- Chair conformations are typically interconvertible through a process known as ring flipping.
- **Equatorial Position:**
- Atoms or groups are positioned around the equator of the cyclohexane ring.
- Generally more stable due to reduced steric interactions.
- **Axial Position:**
- Atoms or groups extend perpendicular to the ring, alternating positions above and below the plane.
- Less stable due to increased steric hindrance from 1,3-diaxial interactions.
Understanding the difference in stability between axial and equatorial positions is essential in predicting the behavior of substituted cyclohexane in chemical reactions. These diagrams illustrate the two possible positions for substituents and highlight the importance of conformational analysis in organic chemistry.
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