Devise synthetic routes that allow you to get from the reactant/starting material side of the reactions to the product side. More than one transformation may be needed in each case. (a) H₂C (b) H3C. OH OH ? H₂C ? H3C OH SH
Devise synthetic routes that allow you to get from the reactant/starting material side of the reactions to the product side. More than one transformation may be needed in each case. (a) H₂C (b) H3C. OH OH ? H₂C ? H3C OH SH
Chemistry
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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
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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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![### Educational Content: Synthetic Routes in Organic Chemistry
**Task: Synthetic Route Design**
Devise synthetic routes that allow you to get from the reactant/starting material side of the reactions to the product side. More than one transformation may be needed in each case.
#### Problems:
(a) **Transformation of Alcohol to Alcohol (Isomerization)**
- **Reactant:**
Cyclohexanol with a methyl group in a specific position
\[
\text{Molecular Formula: } \text{C}_7\text{H}_{14}\text{O}
\]
- **Product:**
Cyclohexanol with the methyl group in a different position
\[
\text{Molecular Formula: } \text{C}_7\text{H}_{14}\text{O}
\]
- **Question Mark:**
Represents the set of reactions needed to transform the reactant alcohol to the product alcohol.
(b) **Transformation of Alcohol to Thiol**
- **Reactant:**
Cyclohexanol with a methyl group in a specific position
\[
\text{Molecular Formula: } \text{C}_7\text{H}_{14}\text{O}
\]
- **Product:**
Cyclohexanethiol with a methyl group in the same position
\[
\text{Molecular Formula: } \text{C}_7\text{H}_{14}\text{S}
\]
- **Question Mark:**
Represents the series of reactions required to replace the hydroxyl group (-OH) with a thiol group (-SH).
#### Explanation:
For each problem, consider multiple synthetic steps. This may involve steps such as:
- *For (a):* Using rearrangement reactions to reposition functional groups within the molecule.
- *For (b):* Utilizing nucleophilic substitution reactions where the hydroxyl group may be replaced by a thiol group.
In both problems, the transformation requires understanding and application of organic synthesis techniques. Possible reactions include oxidation, reduction, substitution, and rearrangement.
### Diagram:
- **Structure Presentation:** Each reactant and product is represented by its structural formula to clearly illustrate the molecular changes.
This exercise will enhance your understanding of designing synthetic pathways in organic chemistry. The process involves identifying key functional groups and selecting appropriate reagents and conditions to achieve the desired transformation.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F1e8abba7-6237-435b-b644-f6cc3aef3ddb%2Fa0fbafcf-3be1-4337-bd6a-94cba7675a8a%2Flpabv7_processed.jpeg&w=3840&q=75)
Transcribed Image Text:### Educational Content: Synthetic Routes in Organic Chemistry
**Task: Synthetic Route Design**
Devise synthetic routes that allow you to get from the reactant/starting material side of the reactions to the product side. More than one transformation may be needed in each case.
#### Problems:
(a) **Transformation of Alcohol to Alcohol (Isomerization)**
- **Reactant:**
Cyclohexanol with a methyl group in a specific position
\[
\text{Molecular Formula: } \text{C}_7\text{H}_{14}\text{O}
\]
- **Product:**
Cyclohexanol with the methyl group in a different position
\[
\text{Molecular Formula: } \text{C}_7\text{H}_{14}\text{O}
\]
- **Question Mark:**
Represents the set of reactions needed to transform the reactant alcohol to the product alcohol.
(b) **Transformation of Alcohol to Thiol**
- **Reactant:**
Cyclohexanol with a methyl group in a specific position
\[
\text{Molecular Formula: } \text{C}_7\text{H}_{14}\text{O}
\]
- **Product:**
Cyclohexanethiol with a methyl group in the same position
\[
\text{Molecular Formula: } \text{C}_7\text{H}_{14}\text{S}
\]
- **Question Mark:**
Represents the series of reactions required to replace the hydroxyl group (-OH) with a thiol group (-SH).
#### Explanation:
For each problem, consider multiple synthetic steps. This may involve steps such as:
- *For (a):* Using rearrangement reactions to reposition functional groups within the molecule.
- *For (b):* Utilizing nucleophilic substitution reactions where the hydroxyl group may be replaced by a thiol group.
In both problems, the transformation requires understanding and application of organic synthesis techniques. Possible reactions include oxidation, reduction, substitution, and rearrangement.
### Diagram:
- **Structure Presentation:** Each reactant and product is represented by its structural formula to clearly illustrate the molecular changes.
This exercise will enhance your understanding of designing synthetic pathways in organic chemistry. The process involves identifying key functional groups and selecting appropriate reagents and conditions to achieve the desired transformation.
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