4. Draw the preferred conformation for the following compounds. Provide a brief explanation as to why you chose that conformation. a. Ph

World of Chemistry, 3rd edition
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Chapter20: Organic Chemistry
Section: Chapter Questions
Problem 4STP
Question
**Question 4: Preferred Conformations of Compounds**

Draw the preferred conformation for the following compounds. Provide a brief explanation as to why you chose that conformation.

**a.** The first compound is a cyclic structure with two oxygen atoms in a 6-membered ring. There are methyl groups attached to adjacent carbons in the ring, depicted with wedge and dash lines to indicate stereochemistry.

**b.** The second compound is a 6-membered cyclohexane ring with a phenyl group (Ph) attached as a substituent.

---

**Explanation of Diagrams:**

- **Compound a:** This diagram illustrates stereochemistry through wedge (solid) and dash (hashed) bonds, indicating the three-dimensional orientation of the methyl substituents and the oxygen atoms on the ring. Understanding which substituent adopts an equatorial versus axial position is central to determining the most stable chair conformation.

- **Compound b:** This diagram features a cyclohexane ring with a phenyl group substituent. The focus should be on identifying the axial versus equatorial positions to minimize steric hindrance, achieving a stable conformation.

When drawing these structures, consider using the chair conformation model, where bulky groups like phenyl or methyl are typically in equatorial positions to reduce steric strain.
Transcribed Image Text:**Question 4: Preferred Conformations of Compounds** Draw the preferred conformation for the following compounds. Provide a brief explanation as to why you chose that conformation. **a.** The first compound is a cyclic structure with two oxygen atoms in a 6-membered ring. There are methyl groups attached to adjacent carbons in the ring, depicted with wedge and dash lines to indicate stereochemistry. **b.** The second compound is a 6-membered cyclohexane ring with a phenyl group (Ph) attached as a substituent. --- **Explanation of Diagrams:** - **Compound a:** This diagram illustrates stereochemistry through wedge (solid) and dash (hashed) bonds, indicating the three-dimensional orientation of the methyl substituents and the oxygen atoms on the ring. Understanding which substituent adopts an equatorial versus axial position is central to determining the most stable chair conformation. - **Compound b:** This diagram features a cyclohexane ring with a phenyl group substituent. The focus should be on identifying the axial versus equatorial positions to minimize steric hindrance, achieving a stable conformation. When drawing these structures, consider using the chair conformation model, where bulky groups like phenyl or methyl are typically in equatorial positions to reduce steric strain.
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