3.) For the following compounds, write below whether the protons pointed to are enantiotopic, homotopic, or diastereotopic. Please include the number of signals the particular protons would represent in a 'H-NMR spectrum. OH HH нн С
3.) For the following compounds, write below whether the protons pointed to are enantiotopic, homotopic, or diastereotopic. Please include the number of signals the particular protons would represent in a 'H-NMR spectrum. OH HH нн С
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:### Topic: Identifying Enantiotopic, Homotopic, or Diastereotopic Protons in Compounds
#### Introduction:
In this exercise, we will classify specific protons in given molecular structures as enantiotopic, homotopic, or diastereotopic. Additionally, we'll determine the number of signals these protons would represent in a ^1H-NMR spectrum.
#### Problem Statement:
3. For the following compounds, identify whether the protons pointed to are enantiotopic, homotopic, or diastereotopic. Please include the number of signals the particular protons would represent in a ^1H-NMR spectrum.
#### Molecular Structures:
Three different molecular structures are presented, each with arrows pointing to particular protons:
1. **First Compound: Benzyl Alcohol Derivative**
- Structure: A benzene ring attached to a carbon chain where the carbon chain includes:
- A CH group (with protons indicated by an arrow).
2. **Second Compound: Symmetrical Disubstituted Benzene**
- Structure: A benzene ring attached to a carbon chain where the carbon chain includes:
- Two equivalent CH groups (with protons indicated by arrows).
3. **Third Compound: Monochlorobenzene Derivative**
- Structure: A benzene ring with a chlorine substituent, attached to a carbon chain where the carbon chain includes:
- A carbon with two hydrogen atoms (with protons indicated by arrows).
#### Explanation:
For each of these compounds, we'll evaluate the indicated protons:
1. **First Compound:**
- The two protons on the CH group of the benzyl alcohol derivative can be either enantiotopic or diastereotopic depending on their environment and symmetry.
2. **Second Compound:**
- The indicated protons on the symmetrical disubstituted benzene span equivalent positions (homotopic) that will result in a single NMR signal.
3. **Third Compound:**
- The protons in the monochlorobenzene derivative are enantiotopic if placing a different group on the carbon would result in non-superimposable mirror images. They contribute multiple signals in the ^1H-NMR spectrum if they are in a non-equivalent magnetic environment.
#### Conclusion:
By examining each structure in detail and placing distinguishing groups, one can identify the environments as enantiotopic, homot
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