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

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Chapter1: Chemical Foundations
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**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,
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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