What is the most stable chair conformation of the 4-methoxy-1,2- dimethylcyclohexane structure given below? A a B b с с D d OCH: "CH3 H3C 4-methoxy-1,2-dimethylcyclohexane OCH: OCH3 H3C- H3C- OCH3 H3C- H3C OCH3 CH: CH3 CH3 CH3 A B

Organic Chemistry
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ISBN:9781305080485
Author:John E. McMurry
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Chapter4: Organic Compounds: Cycloalkanes And Their Stereochemistry
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### Most Stable Chair Conformation of 4-Methoxy-1,2-dimethylcyclohexane

#### Question:
What is the most stable chair conformation of the 4-methoxy-1,2-dimethylcyclohexane structure given below?

#### Options:
A. a  
B. b  
C. c  
D. d  

#### Image Description:
The image contains the structural representation of 4-methoxy-1,2-dimethylcyclohexane, followed by four different chair conformations labeled A, B, C, and D, respectively.

- **Option A**: Shows the structure with the methoxy group (OCH₃) and two methyl groups (CH₃) in different positions.
- **Option B**: Similar to option A but with different spatial arrangements of the substituents.
- **Option C**: Places one of the methyl groups in an axial position and the methoxy group in equatorial or axial.
- **Option D**: Displays both methyl groups in axial positions and the methoxy group in an equatorial or axial position.

#### Explanation of Diagrams:
- The term "equatorial" refers to substituents positioned around the equator of the cyclohexane ring, which experiences less steric hindrance compared to "axial" positions (pointing up or down).
- Stability generally increases when larger groups occupy equatorial positions due to reduced 1,3-diaxial interactions.
  
### Answer Key:
The most stable chair conformation is typically the one where the largest substituents are in the equatorial positions to reduce steric strain. 

Based on the given chair conformations, the correct answer is **d**. 

This is because in D, the substituents enjoy the least steric hindrance and are in the most energetically favorable positions, leading to the most stable conformation.
Transcribed Image Text:### Most Stable Chair Conformation of 4-Methoxy-1,2-dimethylcyclohexane #### Question: What is the most stable chair conformation of the 4-methoxy-1,2-dimethylcyclohexane structure given below? #### Options: A. a B. b C. c D. d #### Image Description: The image contains the structural representation of 4-methoxy-1,2-dimethylcyclohexane, followed by four different chair conformations labeled A, B, C, and D, respectively. - **Option A**: Shows the structure with the methoxy group (OCH₃) and two methyl groups (CH₃) in different positions. - **Option B**: Similar to option A but with different spatial arrangements of the substituents. - **Option C**: Places one of the methyl groups in an axial position and the methoxy group in equatorial or axial. - **Option D**: Displays both methyl groups in axial positions and the methoxy group in an equatorial or axial position. #### Explanation of Diagrams: - The term "equatorial" refers to substituents positioned around the equator of the cyclohexane ring, which experiences less steric hindrance compared to "axial" positions (pointing up or down). - Stability generally increases when larger groups occupy equatorial positions due to reduced 1,3-diaxial interactions. ### Answer Key: The most stable chair conformation is typically the one where the largest substituents are in the equatorial positions to reduce steric strain. Based on the given chair conformations, the correct answer is **d**. This is because in D, the substituents enjoy the least steric hindrance and are in the most energetically favorable positions, leading to the most stable conformation.
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ISBN:
9781305080485
Author:
John E. McMurry
Publisher:
Cengage Learning