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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Transcribed Image Text:**Title: Determining R/S Configuration of Stereocenters in Molecules**
**Objective:**
Determine the R/S configuration of all stereocenters in the following molecules:
1. **Molecule 1:**
- Structure: A benzene ring with an attached cyclohexane ring, which has a fluorine (F) substituent on one carbon and a hydroxyl (OH) group on an adjacent carbon. The fluorine is shown projecting outwards (wedge), and the hydroxyl is shown projecting inwards (dash).
2. **Molecule 2:**
- Structure: A four-carbon backbone with a substituent on each carbon. The substituents are methyl (CH₃), hydrogen (H), fluorine (F), and two hydroxyl groups (OH), arranged in a tetrahedral configuration. The stereochemistry of each molecule should be identified.
3. **Molecule 3:**
- Structure: A cyclohexane ring with one carbon attached to a fluorine (F) and a hydroxyl group (OH), with the fluorine projecting inwards (dash) and the hydroxyl group projecting outwards (wedge).
4. **Molecule 4:**
- Structure: A cyclohexane ring fused with a second ring containing an oxygen (O) substituent, with one sulfur (S) attached on the first ring and a stereocenter indicated on the second ring. The depiction includes wedges and dashes to indicate the spatial arrangements of the substituents.
5. **Molecule 5:**
- Structure: A cyclic structure with an attached fluorine (F) and hydroxyl group (OH) on the same carbon, with fluorine projecting outwards (wedge) and hydroxyl group projecting inwards (dash).
**Explanation of Stereocenters:**
The stereochemistry of the molecules is depicted using both wedge (out of the plane) and dash (into the plane) notation to indicate the 3D spatial arrangement of the substituents. By analyzing each molecule, the R (Rectus) or S (Sinister) configuration can be determined based on the priority rules set by the Cahn-Ingold-Prelog priority rules, assigning configurations at each stereocenter accordingly.
**Educational Use:**
Students studying organic chemistry can use this exercise to practice determining the stereochemistry of molecules with multiple stereocenters.
**Graph
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