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Provide the most stable (lowest energy) chair conformation of the following compound. Relative cis/trans stereochemistry is graded. HO Holl OH OH OH OH

Provide the most stable (lowest energy) chair conformation of the following compound. Relative cis/trans stereochemistry is graded. HO Holl OH OH OH OH

Chemistry
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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**Title: Chair Conformation Stability in Cyclohexane Derivatives** **Objective:** Determine the most stable (lowest energy) chair conformation of the given cyclohexane derivative. Pay attention to the relative cis/trans stereochemistry for accurate grading. **Compound Structure:** - The compound is a cyclohexane ring with six hydroxyl groups (OH). - The hydroxyl groups are attached at each carbon of the cyclohexane ring. - Arrangement: - Axial and equatorial positions alternate to minimize steric hindrance. - Hydroxyl groups are shown using wedge and dash lines indicating stereochemistry: wedges indicate groups coming out of the plane, dashes indicate groups going into the plane. **Task:** - **Draw Chair Conformer:** Illustrate the most stable chair conformation of this compound. - Consider placing bulky groups in equatorial positions to minimize steric strain. - Maintain accurate cis or trans relationships as depicted in the structural diagram. **Key Concept:** - **Stability Considerations:** The most stable conformation ensures that larger substituents (like OH groups) are in the equatorial position, which is less crowded than the axial position, thereby reducing steric hindrance. **Challenge:** Create a chair conformation diagram that shows how the hydroxyl groups are positioned to achieve the lowest energy state while respecting the stereochemical orientations of the compound.
Transcribed Image Text:**Title: Chair Conformation Stability in Cyclohexane Derivatives** **Objective:** Determine the most stable (lowest energy) chair conformation of the given cyclohexane derivative. Pay attention to the relative cis/trans stereochemistry for accurate grading. **Compound Structure:** - The compound is a cyclohexane ring with six hydroxyl groups (OH). - The hydroxyl groups are attached at each carbon of the cyclohexane ring. - Arrangement: - Axial and equatorial positions alternate to minimize steric hindrance. - Hydroxyl groups are shown using wedge and dash lines indicating stereochemistry: wedges indicate groups coming out of the plane, dashes indicate groups going into the plane. **Task:** - **Draw Chair Conformer:** Illustrate the most stable chair conformation of this compound. - Consider placing bulky groups in equatorial positions to minimize steric strain. - Maintain accurate cis or trans relationships as depicted in the structural diagram. **Key Concept:** - **Stability Considerations:** The most stable conformation ensures that larger substituents (like OH groups) are in the equatorial position, which is less crowded than the axial position, thereby reducing steric hindrance. **Challenge:** Create a chair conformation diagram that shows how the hydroxyl groups are positioned to achieve the lowest energy state while respecting the stereochemical orientations of the compound.
**Title: Exploring the Stability of Chair Conformations** --- **Task**: Provide the most stable (lowest energy) chair conformation of trans-1-fluoro-2-methylcyclohexane. Relative cis/trans stereochemistry is graded. *Image Box*: The image contains a dotted rectangle labeled "Draw Chair Conformer." --- **Additional Information**: - **Version**: 3.115.30 + 4493 production --- **Diagrams and Concepts Explanation**: The task focuses on drawing and analyzing the chair conformation of a specific cyclohexane derivative—trans-1-fluoro-2-methylcyclohexane. In organic chemistry, understanding chair conformations is critical because they represent the three-dimensional shapes that cyclohexane molecules predominantly adopt to minimize steric strain and torsional strain, thereby achieving a lower energy and more stable configuration. **Chair Conformation**: - Cyclohexane can exist in several conformations, with the chair being the most stable. - In chair conformation, substituents can be positioned in axial or equatorial positions. - The trans configuration indicates that the substituents (fluoro and methyl groups) are on opposite sides of the cyclohexane ring. The goal of the exercise is likely to ensure that the learner can correctly assign substituents to the chair conformation, identifying the axial and equatorial positions to achieve the lowest energy state, adhering to stereochemical constraints. Understanding the above is crucial for students learning about organic molecular structures, as it involves applying concepts of stereochemistry and molecular conformation.
Transcribed Image Text:**Title: Exploring the Stability of Chair Conformations** --- **Task**: Provide the most stable (lowest energy) chair conformation of trans-1-fluoro-2-methylcyclohexane. Relative cis/trans stereochemistry is graded. *Image Box*: The image contains a dotted rectangle labeled "Draw Chair Conformer." --- **Additional Information**: - **Version**: 3.115.30 + 4493 production --- **Diagrams and Concepts Explanation**: The task focuses on drawing and analyzing the chair conformation of a specific cyclohexane derivative—trans-1-fluoro-2-methylcyclohexane. In organic chemistry, understanding chair conformations is critical because they represent the three-dimensional shapes that cyclohexane molecules predominantly adopt to minimize steric strain and torsional strain, thereby achieving a lower energy and more stable configuration. **Chair Conformation**: - Cyclohexane can exist in several conformations, with the chair being the most stable. - In chair conformation, substituents can be positioned in axial or equatorial positions. - The trans configuration indicates that the substituents (fluoro and methyl groups) are on opposite sides of the cyclohexane ring. The goal of the exercise is likely to ensure that the learner can correctly assign substituents to the chair conformation, identifying the axial and equatorial positions to achieve the lowest energy state, adhering to stereochemical constraints. Understanding the above is crucial for students learning about organic molecular structures, as it involves applying concepts of stereochemistry and molecular conformation.
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Given is cyclohexane derivative.

the most stable chair conformation is one in which more groups are located equatorial.

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