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: Understanding Stereochemistry in Organic Compounds**
**Topic: Identifying Relationships Between Chemical Structures**
The following question involves analyzing organic compounds to determine their stereochemistry. Examine the two structures provided and determine their relationship:
**Structures Provided:**
1. The first structure:
- Contains a benzene ring (hexagon with alternating double bonds).
- Attached to the benzene ring is a carbon with two substituents: an -OH group (hydroxyl group) and an -NHCH₃ group (methylamine group).
- The hydroxyl group is attached with a solid wedge bond indicating the position relative to the plane of the ring.
2. The second structure:
- Similar to the first structure with the same substituents (benzene ring, hydroxyl group, and methylamine group).
- The hydroxyl group is attached with a dashed wedge bond indicating the opposite position relative to the plane of the ring compared to the first structure.
**Question:**
These structures are:
- Identical
- Diastereomers
- Enantiomers
- Constitutional (structural) isomers
**Explanation:**
The provided structures show two organic molecules with specific configurations around a chiral center. The distinction in their three-dimensional arrangements is key to determining their stereochemical relationship:
1. **Identical:** If the molecules are superimposable on each other in every aspect.
2. **Diastereomers:** Stereoisomers that are not mirror images of each other.
3. **Enantiomers:** Non-superimposable mirror images.
4. **Constitutional (structural) isomers:** Compounds with the same molecular formula but different connectivity of atoms.
Given the configurations provided:
- The molecules have opposite configurations at the chiral center (the carbon attached to both the -OH and -NHCH₃).
- They are non-superimposable mirror images of each other. Therefore, they are enantiomers.
**Conclusion:**
The correct answer is: **Enantiomers**
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