Which structure drawn below for the compound with a formula of CgH10 has four chemically unique proton environments and therefore would have four resonances in its corresponding 'H NMR spectrum? CH2 CH-CH3 CH CH CH2 b) CH3 CH2
Which structure drawn below for the compound with a formula of CgH10 has four chemically unique proton environments and therefore would have four resonances in its corresponding 'H NMR spectrum? CH2 CH-CH3 CH CH CH2 b) CH3 CH2
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:**Question:**
Which structure drawn below for the compound with a formula of C₈H₁₀ has four chemically unique proton environments and therefore would have four resonances in its corresponding ¹H NMR spectrum?
**Options:**
a) (Structure showing a benzene ring with two methyl groups attached at para positions, i.e., 1,4-dimethylbenzene or p-xylene)
b) (Structure showing a benzene ring with an ethyl group attached, i.e., ethylbenzene)
c) (Structure showing a benzene ring with three methyl groups, two attached at meta positions and one on another carbon, i.e., mesitylene)
d) (Structure showing a benzene ring with two methyl groups attached at ortho positions, i.e., 1,2-dimethylbenzene or o-xylene)
**Multiple-Choice Answers:**
- o a
- o b
- o c
- o d
**Explanation:**
To answer this question, you need to evaluate the chemical environments of protons (Hydrogen atoms) in each of the given structures. The number of chemically unique proton environments in a compound determines the number of resonances in its ¹H NMR (nuclear magnetic resonance) spectrum.
For each structure:
- In option (a), the benzene ring with two methyl groups placed at para positions (p-xylene) has two unique proton environments because of the symmetric placement of substituents.
- In option (b), the benzene ring with an ethyl group (ethylbenzene) has 4 unique proton environments.
- In option (c), the benzene ring with three methyl groups has less than four unique proton environments.
- In option (d), the benzene ring with two methyl groups placed at ortho positions (o-xylene) has four unique proton environments because the positions are not symmetrical.
**Graph/Diagram Explanation:**
The diagrams in the question show the structural formulae of different benzene derivatives with varying positions of substituents. Each structure is a variant of C₈H₁₀ (molecular formula). The correct structure will show the specific arrangement leading to four unique proton environments, identifiable in its ¹H NMR spectrum. Based on the patterns of molecular symmetry, ortho-xylene (option d) and ethylbenzene (option b) both present such environments where symmetry differentiates unique proton environments,
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