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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In this question, we have a cyclohexane ring with a substituent attached. The substituent includes a ketone group (C=O), a bromine atom (Br), a hydrogen atom (H), and an oxygen atom (O). Your task is to determine the stereochemistry of the compound and assign it as either R (rectus) or S (sinister).
**Options:**
- O R
- O S
In stereochemical notation, the configuration of a chiral center is determined by the Cahn-Ingold-Prelog priority rules. Here’s a brief guide on how to assign the configuration:
1. **Prioritize Groups**:
- Assign priorities (1 to 4) to the four groups attached to the chiral center (carbon). The group with the highest atomic number gets the highest priority (1). For this molecule:
- Bromine (Br) gets priority 1 as it has the highest atomic number.
- Oxygen of the ketone (C=O) gets priority 2.
- Oxygen of the cyclic ether gets priority 3.
- Hydrogen (H) gets priority 4 as it has the lowest atomic number.
2. **Orienting the Molecule**:
- Orient the molecule so that the group with the lowest priority (4, Hydrogen in this case) is pointing away from you.
3. **Determine Order**:
- Look at the sequence from highest (1) to lowest priority (3) without considering the group with the lowest priority (4).
- If the sequence is clockwise, the configuration is R.
- If the sequence is counterclockwise, the configuration is S.
Using these rules, determine the configuration of the chiral center in the given molecular structure. Click the correct answer option to submit your response.
---
For deeper understanding, students can refer to detailed stereochemistry guides in the recommended textbooks or resources provided.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F7afae1ab-b4e7-43b1-a7da-96ff5e61e774%2F447c3e84-24ea-4cf4-bb7f-8ad07c2c829d%2Fotel7bx_processed.jpeg&w=3840&q=75)
Transcribed Image Text:**Organic Chemistry: Stereochemistry Assignment**
**Question 7**
**Assign the stereochemistry as R or S.**
In this question, we have a cyclohexane ring with a substituent attached. The substituent includes a ketone group (C=O), a bromine atom (Br), a hydrogen atom (H), and an oxygen atom (O). Your task is to determine the stereochemistry of the compound and assign it as either R (rectus) or S (sinister).
**Options:**
- O R
- O S
In stereochemical notation, the configuration of a chiral center is determined by the Cahn-Ingold-Prelog priority rules. Here’s a brief guide on how to assign the configuration:
1. **Prioritize Groups**:
- Assign priorities (1 to 4) to the four groups attached to the chiral center (carbon). The group with the highest atomic number gets the highest priority (1). For this molecule:
- Bromine (Br) gets priority 1 as it has the highest atomic number.
- Oxygen of the ketone (C=O) gets priority 2.
- Oxygen of the cyclic ether gets priority 3.
- Hydrogen (H) gets priority 4 as it has the lowest atomic number.
2. **Orienting the Molecule**:
- Orient the molecule so that the group with the lowest priority (4, Hydrogen in this case) is pointing away from you.
3. **Determine Order**:
- Look at the sequence from highest (1) to lowest priority (3) without considering the group with the lowest priority (4).
- If the sequence is clockwise, the configuration is R.
- If the sequence is counterclockwise, the configuration is S.
Using these rules, determine the configuration of the chiral center in the given molecular structure. Click the correct answer option to submit your response.
---
For deeper understanding, students can refer to detailed stereochemistry guides in the recommended textbooks or resources provided.
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