CH3 CH3 OCH3 NEC a.) b.) c.) 1. The energy difference is . kJ/mol. 2. Specify substituent positions (axial or equatorial) in the more stable chair. In the more stable chair: • The methyl group is in the • The cyano group is in the . .position. position. 3. At 25°C the equilibrium percent of the more stable chair conformation is approximately. а. 60 b. 65 с. 70 d. 75 e. 80 f. 85 g. 90 h. 95 1. >95

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Answer the three questions for the given structures a.), b.), and c.)

**Chemistry Educational Exercise: Cyclohexane Conformations**

**Structures Analyzed:**

a.) A cyclohexane molecule with a cyano group (CN) attached with a wedge, and a methyl group (CH₃) on the opposite carbon with a wedge.

b.) A cyclohexane molecule with a chloride (Cl) group attached with a wedge, and a methyl group (CH₃) on the opposite carbon with a wedge.

c.) A cyclohexane molecule with a methoxy group (OCH₃) attached with a wedge, and a methyl group (CH₃) on the adjacent carbon with a wedge.

**Questions:**

1. **The energy difference is _____ kJ/mol.**

2. **Specify substituent positions (axial or equatorial) in the more stable chair.**

   In the more stable chair:
   - The **methyl** group is in the _______ position.
   - The **cyano** group is in the _______ position.

3. **At 25°C, the equilibrium percent of the more stable chair conformation is approximately _____.**

   Options:
   - a. 60
   - b. 65
   - c. 70
   - d. 75
   - e. 80
   - f. 85
   - g. 90
   - h. 95
   - i. >95

**Notes:**

- The diagrams depict the three-dimensional structures of cyclohexane with different substituents. 
- Substituent orientation (axial or equatorial) significantly impacts the stability of the molecule's conformation. Equatorial positions generally offer more stability due to reduced steric hindrance.
- Analyzing the stability involves understanding the steric interactions and potential energy differences between different conformations.
Transcribed Image Text:**Chemistry Educational Exercise: Cyclohexane Conformations** **Structures Analyzed:** a.) A cyclohexane molecule with a cyano group (CN) attached with a wedge, and a methyl group (CH₃) on the opposite carbon with a wedge. b.) A cyclohexane molecule with a chloride (Cl) group attached with a wedge, and a methyl group (CH₃) on the opposite carbon with a wedge. c.) A cyclohexane molecule with a methoxy group (OCH₃) attached with a wedge, and a methyl group (CH₃) on the adjacent carbon with a wedge. **Questions:** 1. **The energy difference is _____ kJ/mol.** 2. **Specify substituent positions (axial or equatorial) in the more stable chair.** In the more stable chair: - The **methyl** group is in the _______ position. - The **cyano** group is in the _______ position. 3. **At 25°C, the equilibrium percent of the more stable chair conformation is approximately _____.** Options: - a. 60 - b. 65 - c. 70 - d. 75 - e. 80 - f. 85 - g. 90 - h. 95 - i. >95 **Notes:** - The diagrams depict the three-dimensional structures of cyclohexane with different substituents. - Substituent orientation (axial or equatorial) significantly impacts the stability of the molecule's conformation. Equatorial positions generally offer more stability due to reduced steric hindrance. - Analyzing the stability involves understanding the steric interactions and potential energy differences between different conformations.
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