3. For each of the following molecules, label each stereogenic center as R or S. Label the molecules appropriately as chiral or meso. a. b. d. H₂N₂ NHMe 850 ketamine. -NH₂ Br m OH HS l OH NH₂ cysteine (amino acid)
3. For each of the following molecules, label each stereogenic center as R or S. Label the molecules appropriately as chiral or meso. a. b. d. H₂N₂ NHMe 850 ketamine. -NH₂ Br m OH HS l OH NH₂ cysteine (amino acid)
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:### Molecule Analysis for Stereogenic Centers
For each of the following molecules, label each stereogenic center as R or S. Additionally, classify the molecules as chiral or meso.
#### a.
- **Structure:** Cyclohexane ring with two amino groups (NH₂) attached to different carbons.
#### b. Ketamine
- **Structure:** Aromatic ring with a ketone (C=O) group, NHMe group, and chloride (Cl) attached to the cyclohexane ring.
#### c.
- **Structure:** Linear chain with a bromine (Br) and hydroxyl (OH) group attached to adjacent carbons.
#### d.
- **Structure:** Linear chain with chlorine (Cl) atoms and hydroxyl (OH) group in alternating positions, creating multiple stereogenic centers.
#### e. Cysteine (Amino Acid)
- **Structure:** Contains a thiol group (HS) and a carboxyl group (COOH) on an α-carbon with an amino group (NH₂) and a side chain.
### Graphs/Diagrams Explanation
Each diagram illustrates a molecular structure with various functional groups highlighted. The focus of analysis should be the identification of chiral centers—carbons that have four different groups attached to them—and consistency in labeling using the R/S nomenclature, based on the priorities of these groups as assigned by the Cahn-Ingold-Prelog priority rules. After determining the configuration, conclude if the compound is chiral (having a non-superimposable mirror image) or meso (having an internal plane of symmetry).
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