Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Transcribed Image Text:**Problem 19:** Demonstrate the synthesis of 4-methyl-3-hexanol from 3-pentanone.
**Explanation:**
The task is to outline a synthetic route from 3-pentanone, a ketone, to 4-methyl-3-hexanol, an alcohol. The process will likely involve:
1. **Grignard Reaction:** This involves the formation of a Grignard reagent from an alkyl halide, which will add to the carbonyl group of 3-pentanone.
2. **Reduction:** The intermediate product may need to undergo a reduction to convert the ketone group into an alcohol.
The detailed steps include:
- **Step 1:** Prepare the Grignard Reagent. Choose an appropriate alkyl halide, which, when reacted with magnesium, forms the Grignard reagent.
- **Step 2:** React the Grignard reagent with 3-pentanone to form the tertiary alcohol after rearrangement.
- **Step 3:** An acidic work-up might be necessary to ensure the formation of the desired alcohol product.
### Potential Challenges
- **By-product Formation:** Careful control of reaction conditions is required to avoid by-products that could complicate purification.
- **Stereochemistry:** Ensure the correct stereochemistry if the product requires a specific configuration.
### Conclusion
The synthesis of 4-methyl-3-hexanol from 3-pentanone involves strategic use of a Grignard reaction followed by reduction, demonstrating key concepts in organic chemistry such as nucleophilic addition and reduction of carbonyl groups.
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