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Which of the following chair structures represents the most stable conformation of the 1,4-dichlorocyclohexane structure shown below? A a B b С с D

Which of the following chair structures represents the most stable conformation of the 1,4-dichlorocyclohexane structure shown below? A a B b С с D

Introductory Chemistry: An Active Learning Approach
Introductory Chemistry: An Active Learning Approach
6th Edition
ISBN:9781305079250
Author:Mark S. Cracolice, Ed Peters
Publisher:Mark S. Cracolice, Ed Peters
Chapter21: Organic Chemistry
Section: Chapter Questions
Problem 21.2TC
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**Question:** Which of the following chair structures represents the most stable conformation of the 1,4-dichlorocyclohexane structure shown below? **Options:** **A:** a **B:** b **C:** c **D:** d **E:** e **Diagram Description:** Below the question and options, there is a diagram displaying the molecular structure of 1,4-dichlorocyclohexane at the center. Surrounding this central structure are five different possible chair conformations (labeled A, B, C, D, and E) of the 1,4-dichlorocyclohexane molecule. 1. **Conformation A:** - Both chlorine atoms are in axial positions, one facing up and the other facing down. 2. **Conformation B:** - Both chlorine atoms are in equatorial positions, providing them more space and decreasing steric hindrance. 3. **Conformation C:** - One chlorine atom is in an equatorial position while the other is in an axial position. 4. **Conformation D:** - Similar to Conformation C, one chlorine atom is in an equatorial position and the other in an axial position, but oriented differently compared to Conformation C. 5. **Conformation E:** - Both chlorine atoms are in equatorial positions but arranged in an alternative spatial orientation compared to Conformation B. To determine the most stable conformation, consider that equatorial positions distribute substituents more favorably due to minimized steric hindrance, making them less crowded compared to axial positions. Hence, conformations where bulkier groups like chlorine atoms occupy equatorial positions are generally more stable.
Transcribed Image Text:**Question:** Which of the following chair structures represents the most stable conformation of the 1,4-dichlorocyclohexane structure shown below? **Options:** **A:** a **B:** b **C:** c **D:** d **E:** e **Diagram Description:** Below the question and options, there is a diagram displaying the molecular structure of 1,4-dichlorocyclohexane at the center. Surrounding this central structure are five different possible chair conformations (labeled A, B, C, D, and E) of the 1,4-dichlorocyclohexane molecule. 1. **Conformation A:** - Both chlorine atoms are in axial positions, one facing up and the other facing down. 2. **Conformation B:** - Both chlorine atoms are in equatorial positions, providing them more space and decreasing steric hindrance. 3. **Conformation C:** - One chlorine atom is in an equatorial position while the other is in an axial position. 4. **Conformation D:** - Similar to Conformation C, one chlorine atom is in an equatorial position and the other in an axial position, but oriented differently compared to Conformation C. 5. **Conformation E:** - Both chlorine atoms are in equatorial positions but arranged in an alternative spatial orientation compared to Conformation B. To determine the most stable conformation, consider that equatorial positions distribute substituents more favorably due to minimized steric hindrance, making them less crowded compared to axial positions. Hence, conformations where bulkier groups like chlorine atoms occupy equatorial positions are generally more stable.
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