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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Identify and set priority
![### Exercise: Identifying the Stereochemistry of Organic Compounds
Identify the following compounds as R or S.
#### Compound 1
```
CH2Cl
|
H - C - Cl
|
CH3
```
#### Compound 2
```
CH=CH2
|
CH2CH3 - C - Br
|
H
```
#### Compound 3
```
H
|
H3C - C
/ \
Cl CH2
|
C
```
**Detailed Description:**
1. **Compound 1**: This is a chiral carbon with four different groups attached to it. The groups are hydrogen (H), methyl (CH3), chlorine (Cl), and chloromethyl (CH2Cl).
2. **Compound 2**: This is another chiral carbon compound, with the groups being hydrogen (H), bromine (Br), ethyl (CH2CH3), and vinyl (CH=CH2).
3. **Compound 3**: This compound has a chiral center with three groups depicted clearly: hydrogen (H), methyl (H3C), and chloro (Cl). The configuration is depicted with dash-wedge notations to depict the 3D orientation of the groups around the chiral center.
For each of these compounds, you need to determine the absolute configuration (R or S) based on the Cahn-Ingold-Prelog priority rules:
- Assign priority to the four groups attached to the chiral center based on atomic number (higher atomic number means higher priority).
- Orient the molecule so that the group with the lowest priority (usually hydrogen) is pointing away from you.
- Determine the order of the other three groups (1 to 3).
- If the order is clockwise, the configuration is R. If counterclockwise, it is S.
Apply these rules to each molecule to determine its R or S configuration.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F1d8ed002-44e1-45d2-a470-631163233c5c%2Ffc0601f5-b378-44b5-8c69-06c2f0c9a102%2Fpswam6i_processed.jpeg&w=3840&q=75)
Transcribed Image Text:### Exercise: Identifying the Stereochemistry of Organic Compounds
Identify the following compounds as R or S.
#### Compound 1
```
CH2Cl
|
H - C - Cl
|
CH3
```
#### Compound 2
```
CH=CH2
|
CH2CH3 - C - Br
|
H
```
#### Compound 3
```
H
|
H3C - C
/ \
Cl CH2
|
C
```
**Detailed Description:**
1. **Compound 1**: This is a chiral carbon with four different groups attached to it. The groups are hydrogen (H), methyl (CH3), chlorine (Cl), and chloromethyl (CH2Cl).
2. **Compound 2**: This is another chiral carbon compound, with the groups being hydrogen (H), bromine (Br), ethyl (CH2CH3), and vinyl (CH=CH2).
3. **Compound 3**: This compound has a chiral center with three groups depicted clearly: hydrogen (H), methyl (H3C), and chloro (Cl). The configuration is depicted with dash-wedge notations to depict the 3D orientation of the groups around the chiral center.
For each of these compounds, you need to determine the absolute configuration (R or S) based on the Cahn-Ingold-Prelog priority rules:
- Assign priority to the four groups attached to the chiral center based on atomic number (higher atomic number means higher priority).
- Orient the molecule so that the group with the lowest priority (usually hydrogen) is pointing away from you.
- Determine the order of the other three groups (1 to 3).
- If the order is clockwise, the configuration is R. If counterclockwise, it is S.
Apply these rules to each molecule to determine its R or S configuration.
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