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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Which of the following Newman projections represents (2R,3R)-dibromobutane?
![**Staggered and Eclipsed Newman Projections of Butane**
In the study of organic chemistry, understanding the three-dimensional arrangement of atoms in a molecule is crucial. Newman projections are a useful tool for visualizing conformations of molecules, typically around single bonds. This image illustrates four Newman projections of butane, each one depicting a specific spatial arrangement of atoms attached to the central carbon-carbon bond.
**Explanation of Newman Projections:**
1. **Projection 1:**
- This diagram represents a staggered conformation.
- The front carbon (center point of the projection) has three substituents: a hydrogen (H), a methyl group (CH3), and a bromine atom (Br).
- The back carbon (circle) also has the same substituents: H, CH3, and Br.
- In this staggered conformation, the atoms on the front carbon are positioned in between the atoms on the back carbon.
2. **Projection 2:**
- This diagram represents another staggered conformation, where the positions of the substituents have changed.
- The spatial arrangement now has bromine atoms eclipsing hydrogens and methyl groups staggered with bromine.
3. **Projection 3:**
- This diagram represents an eclipsed conformation.
- In this conformation, the substituents on the front carbon align directly with those on the back carbon.
- The hydrogens, methyl groups, and bromine atoms overlap directly with the respective substituents on the adjacent carbon.
4. **Projection 4:**
- This diagram represents another eclipsed conformation, different from the third projection.
- The hydrogens, methyl groups, and bromine atoms again align directly with the respective corresponding substituents on the adjacent carbon, but in a different orientation compared to Projection 3.
**Key Concepts:**
- **Staggered Conformation:** A more stable conformation where atoms or groups on adjacent carbons are positioned with maximum spacing between them. This conformation minimizes torsional strain, leading to a lower energy state.
- **Eclipsed Conformation:** A less stable conformation where atoms or groups on adjacent carbons align with each other, leading to higher torsional strain. This results in a higher energy state.
Understanding these different conformations helps in predicting the reactivity and physical properties of molecules. This visualization of butane](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fa66738f4-d667-44f2-8055-3f1d5861f12b%2Ff3687c80-8125-482a-8aab-74c753be98f9%2F0yi5ce8_processed.png&w=3840&q=75)
Transcribed Image Text:**Staggered and Eclipsed Newman Projections of Butane**
In the study of organic chemistry, understanding the three-dimensional arrangement of atoms in a molecule is crucial. Newman projections are a useful tool for visualizing conformations of molecules, typically around single bonds. This image illustrates four Newman projections of butane, each one depicting a specific spatial arrangement of atoms attached to the central carbon-carbon bond.
**Explanation of Newman Projections:**
1. **Projection 1:**
- This diagram represents a staggered conformation.
- The front carbon (center point of the projection) has three substituents: a hydrogen (H), a methyl group (CH3), and a bromine atom (Br).
- The back carbon (circle) also has the same substituents: H, CH3, and Br.
- In this staggered conformation, the atoms on the front carbon are positioned in between the atoms on the back carbon.
2. **Projection 2:**
- This diagram represents another staggered conformation, where the positions of the substituents have changed.
- The spatial arrangement now has bromine atoms eclipsing hydrogens and methyl groups staggered with bromine.
3. **Projection 3:**
- This diagram represents an eclipsed conformation.
- In this conformation, the substituents on the front carbon align directly with those on the back carbon.
- The hydrogens, methyl groups, and bromine atoms overlap directly with the respective substituents on the adjacent carbon.
4. **Projection 4:**
- This diagram represents another eclipsed conformation, different from the third projection.
- The hydrogens, methyl groups, and bromine atoms again align directly with the respective corresponding substituents on the adjacent carbon, but in a different orientation compared to Projection 3.
**Key Concepts:**
- **Staggered Conformation:** A more stable conformation where atoms or groups on adjacent carbons are positioned with maximum spacing between them. This conformation minimizes torsional strain, leading to a lower energy state.
- **Eclipsed Conformation:** A less stable conformation where atoms or groups on adjacent carbons align with each other, leading to higher torsional strain. This results in a higher energy state.
Understanding these different conformations helps in predicting the reactivity and physical properties of molecules. This visualization of butane
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