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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![**Title: Expected Product of the Reaction**
**Question:**
What is the expected product of the reaction shown?
**Reaction Scheme:**
\[ \text{Reactant:} \quad \]
 Cyclopentanol (with an alcohol group -OH bonded to a cyclopentane ring) \( + \) Acetic acid (\( \text{CH}_3\text{COOH} \))
**Reagents:**
- Acetic Acid (\( \text{CH}_3\text{COOH} \))
**Reaction Arrow:**
\[ \rightarrow \]
**Possible Products:**
1. **Compound I:**
- A cyclopentanol with an alcohol group (-OH) attached to a single carbon in the cyclopentane ring.
2. **Compound II:**
- A cyclopentanol with an alcohol group (-OH) and an acyl group attached to adjacent carbons.
3. **Compound III & Enantiomer:**
- Cyclopentane with a single carbonyl group and an adjacent atom with possible stereochemistry shown in wedge and dash notation to indicate enantiomers.
4. **Compound IV:**
- Cyclopentane with a single carbonyl group in a different position without stereochemistry.
**Multiple Choice Options:**
- O I
- O II
- O III
- O IV
**Explanation:** Based on the nature of the reactants (a secondary alcohol and acetic acid), the reaction likely involves the oxidation of the alcohol group, leading to the formation of a carbonyl group. Therefore, selecting the compound that structurally matches this change (an oxidation product) is important to determine the expected product of the reaction.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fd5ff2530-d022-4d05-82cd-511b83caeaee%2Fc125df26-c8e2-4976-bbc5-ed22d84f7734%2F2wrkwme_processed.jpeg&w=3840&q=75)
Transcribed Image Text:**Title: Expected Product of the Reaction**
**Question:**
What is the expected product of the reaction shown?
**Reaction Scheme:**
\[ \text{Reactant:} \quad \]
 Cyclopentanol (with an alcohol group -OH bonded to a cyclopentane ring) \( + \) Acetic acid (\( \text{CH}_3\text{COOH} \))
**Reagents:**
- Acetic Acid (\( \text{CH}_3\text{COOH} \))
**Reaction Arrow:**
\[ \rightarrow \]
**Possible Products:**
1. **Compound I:**
- A cyclopentanol with an alcohol group (-OH) attached to a single carbon in the cyclopentane ring.
2. **Compound II:**
- A cyclopentanol with an alcohol group (-OH) and an acyl group attached to adjacent carbons.
3. **Compound III & Enantiomer:**
- Cyclopentane with a single carbonyl group and an adjacent atom with possible stereochemistry shown in wedge and dash notation to indicate enantiomers.
4. **Compound IV:**
- Cyclopentane with a single carbonyl group in a different position without stereochemistry.
**Multiple Choice Options:**
- O I
- O II
- O III
- O IV
**Explanation:** Based on the nature of the reactants (a secondary alcohol and acetic acid), the reaction likely involves the oxidation of the alcohol group, leading to the formation of a carbonyl group. Therefore, selecting the compound that structurally matches this change (an oxidation product) is important to determine the expected product of the reaction.
![**Expected Product of the Reaction Analysis**
**Question**: What is the expected product of the reaction shown?
**Reaction Details**:
- Reactant:
- **Cyclopentene with a hydroxyl group (-OH)**
- Reagents:
- **(CH₃)₃COOH (tert-Butyl hydroperoxide)**
- **Ti[OCH(CH₃)₂]₄ (Titanium isopropoxide)**
- **(+) DET ((+)-Diethyl tartrate)**
**Possible Products**:
1. **Structure I**: Shows a cyclopentene ring with an epoxide (three-membered oxirane ring) formed on the double bond.
2. **Structure II**: Depicts the same cyclopentene ring but with a hydroxyl group and an epoxide on the double bond, in a specific stereochemistry.
3. **Structure III**: Shows a cyclopentane ring (double bond removed) with two hydroxyl groups attached.
4. **Structure IV**: Another stereoisomer of cyclopentene with an epoxide on the double bond and a hydroxyl group in a different position.
5. **Structure Without Label**: Similar to Structure II but with different stereochemistry.
**Explanation of Graphs/Diagrams**:
- The reactant structure is a six-membered ring with a double bond (cyclopentene) and an external hydroxyl group.
- The reaction is carried out in the presence of oxidizing agents ((CH₃)₃COOH) and catalysts (Ti(OCH(CH₃)₂)₄) along with chiral ligand (+) DET, which suggests the formation of an epoxide ring on the double bond due to the stereospecific nature of the reagents used.
**Key Stereochemistry Points**:
- (+) DET is a chiral reagent and, along with titanium catalysts, it is selective towards forming specific stereochemistry in the product.
- Since the products suggested involve the presence of an epoxide ring, the major product would be an epoxide with specific stereochemistry due to the use of a chiral catalyst.
**Conclusion**:
Based on the provided reagents and conditions, the expected product of the reaction would likely be one of the structures labeled as I, II, or IV, where cyclopentene has been converted into an epoxide with specific stereochemistry facilitated](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fd5ff2530-d022-4d05-82cd-511b83caeaee%2Fc125df26-c8e2-4976-bbc5-ed22d84f7734%2Fz6jub2j_processed.jpeg&w=3840&q=75)
Transcribed Image Text:**Expected Product of the Reaction Analysis**
**Question**: What is the expected product of the reaction shown?
**Reaction Details**:
- Reactant:
- **Cyclopentene with a hydroxyl group (-OH)**
- Reagents:
- **(CH₃)₃COOH (tert-Butyl hydroperoxide)**
- **Ti[OCH(CH₃)₂]₄ (Titanium isopropoxide)**
- **(+) DET ((+)-Diethyl tartrate)**
**Possible Products**:
1. **Structure I**: Shows a cyclopentene ring with an epoxide (three-membered oxirane ring) formed on the double bond.
2. **Structure II**: Depicts the same cyclopentene ring but with a hydroxyl group and an epoxide on the double bond, in a specific stereochemistry.
3. **Structure III**: Shows a cyclopentane ring (double bond removed) with two hydroxyl groups attached.
4. **Structure IV**: Another stereoisomer of cyclopentene with an epoxide on the double bond and a hydroxyl group in a different position.
5. **Structure Without Label**: Similar to Structure II but with different stereochemistry.
**Explanation of Graphs/Diagrams**:
- The reactant structure is a six-membered ring with a double bond (cyclopentene) and an external hydroxyl group.
- The reaction is carried out in the presence of oxidizing agents ((CH₃)₃COOH) and catalysts (Ti(OCH(CH₃)₂)₄) along with chiral ligand (+) DET, which suggests the formation of an epoxide ring on the double bond due to the stereospecific nature of the reagents used.
**Key Stereochemistry Points**:
- (+) DET is a chiral reagent and, along with titanium catalysts, it is selective towards forming specific stereochemistry in the product.
- Since the products suggested involve the presence of an epoxide ring, the major product would be an epoxide with specific stereochemistry due to the use of a chiral catalyst.
**Conclusion**:
Based on the provided reagents and conditions, the expected product of the reaction would likely be one of the structures labeled as I, II, or IV, where cyclopentene has been converted into an epoxide with specific stereochemistry facilitated
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