3. Assign R or S configuration to the chirality centers of the following molecules; CH3 CH3 Cl a) c) СООН b) НО СООН H H;C Br CH,CH3 H ОН CH,CH3 ОН H ...!| d) e) f) Cl H H OCH3 Br H. g) Br ...||| h) Hll. СООН НОСН, H3C CH3
3. Assign R or S configuration to the chirality centers of the following molecules; CH3 CH3 Cl a) c) СООН b) НО СООН H H;C Br CH,CH3 H ОН CH,CH3 ОН H ...!| d) e) f) Cl H H OCH3 Br H. g) Br ...||| h) Hll. СООН НОСН, H3C CH3
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
![**Title: Chirality Center Configuration Assignment**
**Objective:**
To assign R or S configuration to the chirality centers of the given molecules. Understanding these configurations helps in identifying the spatial arrangement of the atoms around the central carbon, which is crucial for determining the properties and reactivity of the molecules.
---
**Molecules to Analyze:**
a) **Structure:**
- Central carbon bonded to: CH₃, H, COOH, Br
b) **Structure:**
- Central carbon bonded to: CH₃, H, COOH, OH
c) **Structure:**
- Central carbon bonded to: Cl, H, CH₃, CH₂CH₃
d) **Structure:**
- Cyclopropane with OH and H substituents
e) **Structure:**
- Cyclohexane with OH, Cl, and H substituents
f) **Structure:**
- Benzyl group with two CH₂CH₃ and one H substituents around a secondary carbon
g) **Structure:**
- Central carbon bonded to: H, OCH₃, HOCH₂, COOH
h) **Structure:**
- Central carbon bonded to: Br, H, CH₃, CH₃
---
**Steps to Assign Configuration:**
1. **Identify the Chirality Center:**
- Locate the central carbon atom that is attached to four different groups.
2. **Assign Priorities (Cahn-Ingold-Prelog Rules):**
- Order the groups based on atomic number; the highest atomic number gets the highest priority.
- If two atoms are identical, move to the next atom along the chain.
3. **Determine the Configuration:**
- Arrange the molecule so that the group with the lowest priority is pointing away from the observer.
- Trace a path through the three highest priorities:
- If the path is clockwise, the configuration is R (Rectus, Latin for right).
- If the path is counterclockwise, the configuration is S (Sinister, Latin for left).
4. **Verify with Molecular Models (Optional):**
- Use molecular models to visualize the 3D arrangement more clearly if needed.
---
**Conclusion:**
By correctly assigning R or S configurations, we improve our understanding of the molecule's stereochemistry, which is essential for predicting reactivity, interacting with biological systems, and designing further chemical synthesis.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Faf678f84-0a3c-4924-ab51-8cee374eafc3%2F22a12d45-7825-41e9-acda-858a2357a6d4%2Frpxf6mkn_processed.png&w=3840&q=75)
Transcribed Image Text:**Title: Chirality Center Configuration Assignment**
**Objective:**
To assign R or S configuration to the chirality centers of the given molecules. Understanding these configurations helps in identifying the spatial arrangement of the atoms around the central carbon, which is crucial for determining the properties and reactivity of the molecules.
---
**Molecules to Analyze:**
a) **Structure:**
- Central carbon bonded to: CH₃, H, COOH, Br
b) **Structure:**
- Central carbon bonded to: CH₃, H, COOH, OH
c) **Structure:**
- Central carbon bonded to: Cl, H, CH₃, CH₂CH₃
d) **Structure:**
- Cyclopropane with OH and H substituents
e) **Structure:**
- Cyclohexane with OH, Cl, and H substituents
f) **Structure:**
- Benzyl group with two CH₂CH₃ and one H substituents around a secondary carbon
g) **Structure:**
- Central carbon bonded to: H, OCH₃, HOCH₂, COOH
h) **Structure:**
- Central carbon bonded to: Br, H, CH₃, CH₃
---
**Steps to Assign Configuration:**
1. **Identify the Chirality Center:**
- Locate the central carbon atom that is attached to four different groups.
2. **Assign Priorities (Cahn-Ingold-Prelog Rules):**
- Order the groups based on atomic number; the highest atomic number gets the highest priority.
- If two atoms are identical, move to the next atom along the chain.
3. **Determine the Configuration:**
- Arrange the molecule so that the group with the lowest priority is pointing away from the observer.
- Trace a path through the three highest priorities:
- If the path is clockwise, the configuration is R (Rectus, Latin for right).
- If the path is counterclockwise, the configuration is S (Sinister, Latin for left).
4. **Verify with Molecular Models (Optional):**
- Use molecular models to visualize the 3D arrangement more clearly if needed.
---
**Conclusion:**
By correctly assigning R or S configurations, we improve our understanding of the molecule's stereochemistry, which is essential for predicting reactivity, interacting with biological systems, and designing further chemical synthesis.
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