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is drawn below (left). Complete 10. One cis, trans isomer of 3,5-dimethylcyclohexanol the drawings of the alternative chair conformations of this molecule (right), adding methyl substituents in axial and/or equatorial positions, as appropriate. Circle the more stable conformation. H3C,,, OH OH -ОН CH3

is drawn below (left). Complete 10. One cis, trans isomer of 3,5-dimethylcyclohexanol the drawings of the alternative chair conformations of this molecule (right), adding methyl substituents in axial and/or equatorial positions, as appropriate. Circle the more stable conformation. H3C,,, OH OH -ОН CH3

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### Problem: Chair Conformations of 3,5-Dimethylcyclohexanol One **cis, trans** isomer of 3,5-dimethylcyclohexanol is drawn below (left). Complete the drawings of the alternative chair conformations of this molecule (right), adding methyl substituents in axial and/or equatorial positions, as appropriate. Circle the more stable conformation. **Given Structure:** - The provided structure is a cyclohexane ring with a hydroxyl (OH) group and two methyl (CH₃) groups attached at position 3 and 5. - In this structure: - At position 1: Hydroxyl group (OH) in the equatorial position. - At position 3: Methyl group (CH₃) in the axial position. - At position 5: Methyl group (CH₃) in the equatorial position. **Chair Conformations:** The two chair conformations of cyclohexane are displayed. When switching between chair conformations, axial substituents become equatorial and vice versa. 1. **Left Chair Conformation:** - Hydroxyl group (OH) in the equatorial position. - One methyl group at position 3. - One methyl group at position 5. 2. **Right Chair Conformation:** - Hydroxyl group (OH) in another equatorial position. The task is to draw in the methyl groups for both chair conformations and identify the more stable one. Generally, the more stable conformation will be the one where bulky substituents (like methyl groups) occupy the equatorial positions to minimize steric hindrance. Select and circle the stable conformation. **Note:** Refer to your organic chemistry textbook or reliable sources on chair conformations to help complete the diagrams accurately and determine stability.
Transcribed Image Text:### Problem: Chair Conformations of 3,5-Dimethylcyclohexanol One **cis, trans** isomer of 3,5-dimethylcyclohexanol is drawn below (left). Complete the drawings of the alternative chair conformations of this molecule (right), adding methyl substituents in axial and/or equatorial positions, as appropriate. Circle the more stable conformation. **Given Structure:** - The provided structure is a cyclohexane ring with a hydroxyl (OH) group and two methyl (CH₃) groups attached at position 3 and 5. - In this structure: - At position 1: Hydroxyl group (OH) in the equatorial position. - At position 3: Methyl group (CH₃) in the axial position. - At position 5: Methyl group (CH₃) in the equatorial position. **Chair Conformations:** The two chair conformations of cyclohexane are displayed. When switching between chair conformations, axial substituents become equatorial and vice versa. 1. **Left Chair Conformation:** - Hydroxyl group (OH) in the equatorial position. - One methyl group at position 3. - One methyl group at position 5. 2. **Right Chair Conformation:** - Hydroxyl group (OH) in another equatorial position. The task is to draw in the methyl groups for both chair conformations and identify the more stable one. Generally, the more stable conformation will be the one where bulky substituents (like methyl groups) occupy the equatorial positions to minimize steric hindrance. Select and circle the stable conformation. **Note:** Refer to your organic chemistry textbook or reliable sources on chair conformations to help complete the diagrams accurately and determine stability.
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