6. Explain why one diastereomer is themodynamically more stable than the other. To do so, draw both chair conformations for cis-4-tert-butyleyclohexanol. Do the same for trans-4-tert- butyleyclohexanol. Label all 1,3-diazial interactions for these four species. Indicate the most stable chair conformation of cis-4-tert-butyleyclohexanol. Do the same for trans-4-tert-butyl- cyclohexanol. Which of these latter two species is the most stable?

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Explain why one diastereomer is thermodynamically more stable than the other. To do so,draw both chair conformations for cis-4-tert-butylcyclohexanol. Do the same for trans-4-tert-butylcyclohexanol. Label all 1,3-diaxial interactions for these four species. Indicate the most stable chair conformation of cis-4-tert-butylcyclohexanol. Do the same for trans-4-tert-butyl-cyclohexanol. Which of these latter two species is the most stable?

**Question 6: Stability of Diastereomers Analysis**

- **Objective:** Explain why one diastereomer is thermodynamically more stable than the other.

- **Task:**
  1. Draw both chair conformations for *cis-4-tert-butylcyclohexanol*.
  2. Draw both chair conformations for *trans-4-tert-butylcyclohexanol*.
  3. Label all 1,3-diaxial interactions for these four species.
  4. Identify the most stable chair conformation of *cis-4-tert-butylcyclohexanol*.
  5. Identify the most stable chair conformation of *trans-4-tert-butylcyclohexanol*.
  6. Determine which of these two latter species is the most stable overall.

- **Analysis Considerations:**
  - Evaluate the energy difference caused by 1,3-diaxial interactions.
  - Determine the preferred axial/equatorial positions for substituents to minimize steric hindrance. 

- **Goal:** Understand the reason behind the relative stability of each diastereomer through steric and electronic effects in their chair conformations.

This exercise requires a detailed understanding involving drawing and molecular interaction assessment in cyclohexane ring systems.
Transcribed Image Text:**Question 6: Stability of Diastereomers Analysis** - **Objective:** Explain why one diastereomer is thermodynamically more stable than the other. - **Task:** 1. Draw both chair conformations for *cis-4-tert-butylcyclohexanol*. 2. Draw both chair conformations for *trans-4-tert-butylcyclohexanol*. 3. Label all 1,3-diaxial interactions for these four species. 4. Identify the most stable chair conformation of *cis-4-tert-butylcyclohexanol*. 5. Identify the most stable chair conformation of *trans-4-tert-butylcyclohexanol*. 6. Determine which of these two latter species is the most stable overall. - **Analysis Considerations:** - Evaluate the energy difference caused by 1,3-diaxial interactions. - Determine the preferred axial/equatorial positions for substituents to minimize steric hindrance. - **Goal:** Understand the reason behind the relative stability of each diastereomer through steric and electronic effects in their chair conformations. This exercise requires a detailed understanding involving drawing and molecular interaction assessment in cyclohexane ring systems.
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