12. The following compound forms a cyclic hemiacetal all by itself. Draw the structure of that hemiacetal. HO

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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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**Exercise Problems:**

**12. Formation of Cyclic Hemiacetal:**
- **Problem Statement:** The following compound forms a cyclic hemiacetal all by itself. Draw the structure of that hemiacetal.

  ![Chemical Structure](https://via.placeholder.com/150)
  
  - **Compound Structure:** A linear open-chain molecule is depicted with a terminal aldehyde group (CHO) and an alcohol group (OH) at the fifth carbon.

**13. Transformation of Compounds:**
- **Problem Statement:** Show the steps necessary to transform the compound on the left into the compound on the right.

  ![Chemical Transformation](https://via.placeholder.com/150)

  - **Left Compound:** An ester with the structure containing a methoxyl group (OCH₃) attached to the carbon chain.
  - **Right Compound:** A different ester with an alcohol group (OH) at the end of the carbon chain and the original carbonyl structure (C=O).

  - **Transformation Step:** The arrow indicates a single reaction or a series of reactions needed to convert the left compound into the right one, likely involving hydrolysis and re-esterification.

**14. Williamson Ether Synthesis:**
- **Problem Statement:** Show the steps necessary to synthesize this compound by the Williamson ether synthesis, resulting in phenyl propyl ether.

- **Synthesis Description:** The Williamson ether synthesis typically involves an alkoxide ion reacting with a primary alkyl halide to form an ether. In this case, phenyl propyl ether is the target compound requiring the starting materials and detailed steps to perform the synthesis.
Transcribed Image Text:**Exercise Problems:** **12. Formation of Cyclic Hemiacetal:** - **Problem Statement:** The following compound forms a cyclic hemiacetal all by itself. Draw the structure of that hemiacetal. ![Chemical Structure](https://via.placeholder.com/150) - **Compound Structure:** A linear open-chain molecule is depicted with a terminal aldehyde group (CHO) and an alcohol group (OH) at the fifth carbon. **13. Transformation of Compounds:** - **Problem Statement:** Show the steps necessary to transform the compound on the left into the compound on the right. ![Chemical Transformation](https://via.placeholder.com/150) - **Left Compound:** An ester with the structure containing a methoxyl group (OCH₃) attached to the carbon chain. - **Right Compound:** A different ester with an alcohol group (OH) at the end of the carbon chain and the original carbonyl structure (C=O). - **Transformation Step:** The arrow indicates a single reaction or a series of reactions needed to convert the left compound into the right one, likely involving hydrolysis and re-esterification. **14. Williamson Ether Synthesis:** - **Problem Statement:** Show the steps necessary to synthesize this compound by the Williamson ether synthesis, resulting in phenyl propyl ether. - **Synthesis Description:** The Williamson ether synthesis typically involves an alkoxide ion reacting with a primary alkyl halide to form an ether. In this case, phenyl propyl ether is the target compound requiring the starting materials and detailed steps to perform the synthesis.
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