Chemistry
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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**Question 22**

Draw the Newman projection of the below compound down the C2-C3 bond.

The given structure represents a specific conformation of a molecule. The structure includes several substituents on a carbon chain:

- On the carbon labeled with a *wedge* bond:
  - Bromine (Br) represented on the left
  - Propyl group (a carbon chain of 3 atoms) extending upward
  - Methyl group (CH₃) extending downward

- On the opposite side of the bond (carbon labeled with a *dash* bond):
  - Hydrogen (H) extending upward
  - Fluorine (F) extending downward

To draw the Newman projection, we need to visualize the molecule looking straight down the C2-C3 bond:

1. **On the front carbon (C2):**
   - Bromine (Br) attached at the left (equivalent of 120° rotation)
   - Ethyl group extending upward (equivalent of 0° rotation)
   - Methyl group (CH₃) extending downward (equivalent of 240° rotation)

2. **On the rear carbon (C3):**
   - Hydrogen (H) extending upward (equivalent of 0° rotation)
   - Fluorine (F) extending downward (equivalent of 240° rotation)
   
This detailed understanding of substituent positioning is crucial for drawing the Newman projection accurately.

**Graphical Representation (Detailed Explanation):**

To explain the Newman projection:

1. **Front Carbon (C2):**
   - **Visualize a circle with three substituents radiating from the center, representing bonds at 120° angles.**

2. **Rear Carbon (C3):**
   - **A second set of three bonds coming from behind the circle, also separated by 120°.**

Each substituent’s respective position (angle) must be accurately represented to visualize the molecular conformation.
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Transcribed Image Text:**Question 22** Draw the Newman projection of the below compound down the C2-C3 bond. The given structure represents a specific conformation of a molecule. The structure includes several substituents on a carbon chain: - On the carbon labeled with a *wedge* bond: - Bromine (Br) represented on the left - Propyl group (a carbon chain of 3 atoms) extending upward - Methyl group (CH₃) extending downward - On the opposite side of the bond (carbon labeled with a *dash* bond): - Hydrogen (H) extending upward - Fluorine (F) extending downward To draw the Newman projection, we need to visualize the molecule looking straight down the C2-C3 bond: 1. **On the front carbon (C2):** - Bromine (Br) attached at the left (equivalent of 120° rotation) - Ethyl group extending upward (equivalent of 0° rotation) - Methyl group (CH₃) extending downward (equivalent of 240° rotation) 2. **On the rear carbon (C3):** - Hydrogen (H) extending upward (equivalent of 0° rotation) - Fluorine (F) extending downward (equivalent of 240° rotation) This detailed understanding of substituent positioning is crucial for drawing the Newman projection accurately. **Graphical Representation (Detailed Explanation):** To explain the Newman projection: 1. **Front Carbon (C2):** - **Visualize a circle with three substituents radiating from the center, representing bonds at 120° angles.** 2. **Rear Carbon (C3):** - **A second set of three bonds coming from behind the circle, also separated by 120°.** Each substituent’s respective position (angle) must be accurately represented to visualize the molecular conformation.
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