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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Question
Give the synthesis
![**Synthesis of 3-Hexanone from 1-Propanol**
*Objective:*
B) Synthesize 3-hexanone using 1-propanol and any other reagents.
*Procedure Overview:*
To achieve the synthesis of 3-hexanone starting from 1-propanol, several chemical reactions can be employed. Here is a suggested pathway involving oxidation, oxidation, and aldol condensation:
1. **Oxidation of 1-Propanol:**
- Convert 1-propanol to propanal using an oxidizing agent like PCC (Pyridinium chlorochromate).
2. **Aldol Condensation:**
- React two equivalents of propanal in the presence of a base (e.g., NaOH) to form 3-hydroxyhexanal through aldol condensation.
3. **Dehydration:**
- Dehydrate 3-hydroxyhexanal using an acid catalyst (e.g., H2SO4) to convert it to 3-hexenal.
4. **Hydrogenation:**
- Finally, hydrogenate 3-hexenal to 3-hexanone using a hydrogenation catalyst like Pd/C in the presence of hydrogen gas.
*Important Considerations:*
- Ensure proper reaction conditions such as temperature and pH are maintained for each step.
- Purify the final product using standard purification techniques like distillation or crystallization.
This synthesis pathway provides a clear route from a simple alcohol to a more complex ketone, showcasing various organic chemistry techniques.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fa8385f55-d157-48ba-b29c-65f0a4946794%2F8debab1e-0c1d-4b9c-9503-2ae566ee71e6%2F7id3dz8_processed.jpeg&w=3840&q=75)
Transcribed Image Text:**Synthesis of 3-Hexanone from 1-Propanol**
*Objective:*
B) Synthesize 3-hexanone using 1-propanol and any other reagents.
*Procedure Overview:*
To achieve the synthesis of 3-hexanone starting from 1-propanol, several chemical reactions can be employed. Here is a suggested pathway involving oxidation, oxidation, and aldol condensation:
1. **Oxidation of 1-Propanol:**
- Convert 1-propanol to propanal using an oxidizing agent like PCC (Pyridinium chlorochromate).
2. **Aldol Condensation:**
- React two equivalents of propanal in the presence of a base (e.g., NaOH) to form 3-hydroxyhexanal through aldol condensation.
3. **Dehydration:**
- Dehydrate 3-hydroxyhexanal using an acid catalyst (e.g., H2SO4) to convert it to 3-hexenal.
4. **Hydrogenation:**
- Finally, hydrogenate 3-hexenal to 3-hexanone using a hydrogenation catalyst like Pd/C in the presence of hydrogen gas.
*Important Considerations:*
- Ensure proper reaction conditions such as temperature and pH are maintained for each step.
- Purify the final product using standard purification techniques like distillation or crystallization.
This synthesis pathway provides a clear route from a simple alcohol to a more complex ketone, showcasing various organic chemistry techniques.
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