Why is the protecting step for the alcohol needed? In other words, what is the reaction that it's being protected from? What is it being turned into?
Why is the protecting step for the alcohol needed? In other words, what is the reaction that it's being protected from? What is it being turned into?
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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Why is the protecting step for the alcohol needed? In other words, what is the reaction that it's being protected from? What is it being turned into?
![## Chemical Reaction Mechanism and Explanation
The image shows a chemical reaction sequence involving a complex organic molecule. The steps and the reaction mechanism are described below.
### Reactants and Conditions:
1. **Step 1:**
- **Reagents:** Ph\(_2\)BuSi-Cl (Triphenylbutylsilane chloride), Imidazole
- **Action:** The imidazole acts as a base, catalyzing the reaction of Ph\(_2\)BuSi-Cl with the molecule.
2. **Step 2:**
- **Reagent:** LiAlH\(_4\) (Lithium Aluminium Hydride)
### Reaction Scheme:
1. **Starting Molecule:**
- The starting molecule has an ester group (EtO\(_2\)C) attached to a polycyclic structure with an OH group and a complex ring structure containing nitrogen (indicated by the labeled H atoms and OH group).
2. **Intermediate Formation:**
- The first step involves the substitution of the OH group with OSiPh\(_2\)Bu (silane group). The catalyst here is imidazole, which facilitates the reaction between the Ph\(_2\)BuSi-Cl and the hydroxyl group.
3. **Final Product:**
- The second step treats the intermediate with LiAlH\(_4\). This step typically involves reduction, suggesting that the ester group may be reduced to an alcohol group (though this specific conversion is not shown).
- The product retains the N-containing ring structure and the silane group as indicated by OSiPh\(_2\)Bu.
### Summary of Chemical Transformations:
- **Hydroxyl Group to Silane Group:**
\[ [OH] \rightarrow OSiPh\(_2\)Bu \]
- **Potential Reduction of Ester to Alcohol:**
\[ EnoateEster \rightarrow Allyl-OH \]
### Stereochemistry and Product Ratio:
- The reaction maintains the stereochemistry around the ring system as indicated by the wedge (solid line) and dash (dashed lines) representations of bonds.
- The final product ratio is noted as 10:1, implying that the major product forms in a much higher yield than the minor product.
### Insights and Educational Notes:
- Using imidazole as a catalyst is common in organic synthesis to facilitate heteroatom (O](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F17004842-8eab-4d8d-951d-53ad221d4829%2F68d7f835-9bcc-4b95-aa4f-318408190973%2Fyl7594i.jpeg&w=3840&q=75)
Transcribed Image Text:## Chemical Reaction Mechanism and Explanation
The image shows a chemical reaction sequence involving a complex organic molecule. The steps and the reaction mechanism are described below.
### Reactants and Conditions:
1. **Step 1:**
- **Reagents:** Ph\(_2\)BuSi-Cl (Triphenylbutylsilane chloride), Imidazole
- **Action:** The imidazole acts as a base, catalyzing the reaction of Ph\(_2\)BuSi-Cl with the molecule.
2. **Step 2:**
- **Reagent:** LiAlH\(_4\) (Lithium Aluminium Hydride)
### Reaction Scheme:
1. **Starting Molecule:**
- The starting molecule has an ester group (EtO\(_2\)C) attached to a polycyclic structure with an OH group and a complex ring structure containing nitrogen (indicated by the labeled H atoms and OH group).
2. **Intermediate Formation:**
- The first step involves the substitution of the OH group with OSiPh\(_2\)Bu (silane group). The catalyst here is imidazole, which facilitates the reaction between the Ph\(_2\)BuSi-Cl and the hydroxyl group.
3. **Final Product:**
- The second step treats the intermediate with LiAlH\(_4\). This step typically involves reduction, suggesting that the ester group may be reduced to an alcohol group (though this specific conversion is not shown).
- The product retains the N-containing ring structure and the silane group as indicated by OSiPh\(_2\)Bu.
### Summary of Chemical Transformations:
- **Hydroxyl Group to Silane Group:**
\[ [OH] \rightarrow OSiPh\(_2\)Bu \]
- **Potential Reduction of Ester to Alcohol:**
\[ EnoateEster \rightarrow Allyl-OH \]
### Stereochemistry and Product Ratio:
- The reaction maintains the stereochemistry around the ring system as indicated by the wedge (solid line) and dash (dashed lines) representations of bonds.
- The final product ratio is noted as 10:1, implying that the major product forms in a much higher yield than the minor product.
### Insights and Educational Notes:
- Using imidazole as a catalyst is common in organic synthesis to facilitate heteroatom (O
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