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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Give the major organic product(s) for the following reaction
![### Chemical Reaction Sequence
This image displays a chemical reaction sequence involving two main steps, designated to demonstrate the transformation of organic compounds.
1. **Starting Material (f):**
- \( \text{CH}_3\text{C}\equiv\text{CH} \)
- This is a propyne molecule, an alkyne with a triple bond between the second and third carbon atoms.
2. **Step 1: Base-Induced Deprotonation**
- **Reagent:** \( \text{NaNH}_2 \) (sodium amide)
- **Process:** The strong base sodium amide deprotonates the terminal alkyne to form an acetylide ion, resulting in intermediate \( \text{A} \).
3. **Step 2: Epoxide Addition**
- **Intermediate A:** The acetylide ion reacts in this step.
- **Reagent:** An epoxide with an oxygen atom in a three-membered ring
- **Mechanism:**
- The nucleophilic acetylide ion attacks the less hindered carbon in the epoxide ring, opening the ring.
- The process is followed by the addition of water (\( \text{H}_2\text{O} \)) to stabilize and form the final product \( \text{B} \), which includes a hydroxyl group from the ring-opening reaction.
### Summary
This sequence describes the conversion of propyne into a more complex alcohol derivative through the intermediary formation and subsequent reaction of an acetylide ion, a classic transformation in organic synthesis.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F749ae2e4-7126-4532-86f8-674ae58c6f80%2F4628b3b0-f8a9-4950-97a3-db6f60008a1a%2Fa4qcal8_processed.jpeg&w=3840&q=75)
Transcribed Image Text:### Chemical Reaction Sequence
This image displays a chemical reaction sequence involving two main steps, designated to demonstrate the transformation of organic compounds.
1. **Starting Material (f):**
- \( \text{CH}_3\text{C}\equiv\text{CH} \)
- This is a propyne molecule, an alkyne with a triple bond between the second and third carbon atoms.
2. **Step 1: Base-Induced Deprotonation**
- **Reagent:** \( \text{NaNH}_2 \) (sodium amide)
- **Process:** The strong base sodium amide deprotonates the terminal alkyne to form an acetylide ion, resulting in intermediate \( \text{A} \).
3. **Step 2: Epoxide Addition**
- **Intermediate A:** The acetylide ion reacts in this step.
- **Reagent:** An epoxide with an oxygen atom in a three-membered ring
- **Mechanism:**
- The nucleophilic acetylide ion attacks the less hindered carbon in the epoxide ring, opening the ring.
- The process is followed by the addition of water (\( \text{H}_2\text{O} \)) to stabilize and form the final product \( \text{B} \), which includes a hydroxyl group from the ring-opening reaction.
### Summary
This sequence describes the conversion of propyne into a more complex alcohol derivative through the intermediary formation and subsequent reaction of an acetylide ion, a classic transformation in organic synthesis.
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