Draw each of the following. (a) Draw a Newman Projection of the following molecule, looking down the C3-C4 bond. Draw C3 in the front. H Br CI (b) Draw a Newman Projection of the most stable and the least stable conformation of the following molecule. Label each H H. CI H H
Draw each of the following. (a) Draw a Newman Projection of the following molecule, looking down the C3-C4 bond. Draw C3 in the front. H Br CI (b) Draw a Newman Projection of the most stable and the least stable conformation of the following molecule. Label each H H. CI H H
World of Chemistry, 3rd edition
3rd Edition
ISBN:9781133109655
Author:Steven S. Zumdahl, Susan L. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan L. Zumdahl, Donald J. DeCoste
Chapter20: Organic Chemistry
Section: Chapter Questions
Problem 4STP
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
Transcribed Image Text:On this page, we will explore Newman Projections for two different organic molecules. The Newman Projection is a way to visualize the stereochemistry of a molecule from a specific bond angle.
---
**Question (a):** Draw a Newman Projection of the following molecule, looking down the C3-C4 bond. Draw C3 in the front.
**Molecule Diagram:**
- The molecule depicted shows a chain with the following substituents: hydrogen (H), bromine (Br), and chlorine (Cl).
**Newman Projection:**
- The drawing on the right represents the Newman Projection looking down the C3-C4 bond. C3 is depicted as the front carbon, shown as a point where three lines (bonds) radiate outwards at 120° angles. Each bond connects to hydrogen (H), bromine (Br), or chlorine (Cl).
- The back carbon (C4) appears as a circle with similar bonding to substituents, seen through the circle representing the back carbon.
---
**Question (b):** Draw a Newman Projection of the most stable and the least stable conformation of the following molecule. Label each.
**Molecule Diagram:**
- Depicted is a similar chain of carbons with hydrogen (H) and chloride (Cl) atoms bound to back and front carbons.
**Detailed Descriptions:**
- The first Newman Projection shows a staggered conformation, which is generally the most stable as it minimizes electron repulsion between substituents.
- The second projection shows an eclipsed conformation, typically the least stable due to increased repulsion between adjacent atoms or groups attached to the carbons being examined.
---
By analyzing these Newman Projections, we gain insight into the rotational conformations and stability of organic molecules, crucial for understanding reaction mechanisms and molecular behavior.
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