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Which C8H10 compound gives the following 1H NMR spectrum? A. 2 B. 3 C. 1 D. 4

Which C8H10 compound gives the following 1H NMR spectrum? A. 2 B. 3 C. 1 D. 4

Chemistry
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
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Which C8H10 compound gives the following 1H NMR spectrum?

A. 2

B. 3

C. 1

D. 4

### Proton Nuclear Magnetic Resonance (NMR) Spectrum Analysis The image above shows a ^1H NMR spectrum for an organic compound along with the molecular structures of four different aromatic compounds that could correspond to this spectrum. #### NMR Spectrum Details - **Chemical Shift (PPM)**: The x-axis of the spectrum represents the chemical shift in parts per million (PPM). - **0 - 2 PPM**: A peak appears at around 1 PPM, integrating for 6 hydrogens. - **6 - 8 PPM**: Multiple peaks appear between 7 - 8 PPM, each integrating for 2 hydrogens. #### Molecular Structures The molecular structures displayed below the NMR graph are: 1. **Structure 1**: Para-xylene (1,4-dimethylbenzene) 2. **Structure 2**: Ortho-xylene (1,2-dimethylbenzene) 3. **Structure 3**: Meta-xylene (1,3-dimethylbenzene) 4. **Structure 4**: 1-ethyl-2-methylbenzene #### Interpretation of the Spectrum 1. **7-8 PPM Region**: The peaks in this region indicate the presence of aromatic protons. The integration of 4 hydrogens indicates that four aromatic protons are each producing these signals. 2. **Around 1 PPM**: The single peak integrating for 6 hydrogens indicates the presence of two methyl groups (since each methyl group has 3 hydrogens). ### Conclusion Based on the NMR spectrum provided, the molecule in question has four aromatic protons and two methyl groups. The pattern of these peaks suggests the aromatic ring is symmetrically substituted. Hence, **para-xylene (Structure 1)** is the molecule that matches this ^1H NMR spectrum. ### Educational Insights Proton NMR spectroscopy is a powerful analytical tool used in organic chemistry to identify and infer the structure of compounds. The ^1H NMR spectrum reveals the number of hydrogen atoms and their electronic environments, assisting in elucidating the arrangement of atoms within a molecule.
Transcribed Image Text:### Proton Nuclear Magnetic Resonance (NMR) Spectrum Analysis The image above shows a ^1H NMR spectrum for an organic compound along with the molecular structures of four different aromatic compounds that could correspond to this spectrum. #### NMR Spectrum Details - **Chemical Shift (PPM)**: The x-axis of the spectrum represents the chemical shift in parts per million (PPM). - **0 - 2 PPM**: A peak appears at around 1 PPM, integrating for 6 hydrogens. - **6 - 8 PPM**: Multiple peaks appear between 7 - 8 PPM, each integrating for 2 hydrogens. #### Molecular Structures The molecular structures displayed below the NMR graph are: 1. **Structure 1**: Para-xylene (1,4-dimethylbenzene) 2. **Structure 2**: Ortho-xylene (1,2-dimethylbenzene) 3. **Structure 3**: Meta-xylene (1,3-dimethylbenzene) 4. **Structure 4**: 1-ethyl-2-methylbenzene #### Interpretation of the Spectrum 1. **7-8 PPM Region**: The peaks in this region indicate the presence of aromatic protons. The integration of 4 hydrogens indicates that four aromatic protons are each producing these signals. 2. **Around 1 PPM**: The single peak integrating for 6 hydrogens indicates the presence of two methyl groups (since each methyl group has 3 hydrogens). ### Conclusion Based on the NMR spectrum provided, the molecule in question has four aromatic protons and two methyl groups. The pattern of these peaks suggests the aromatic ring is symmetrically substituted. Hence, **para-xylene (Structure 1)** is the molecule that matches this ^1H NMR spectrum. ### Educational Insights Proton NMR spectroscopy is a powerful analytical tool used in organic chemistry to identify and infer the structure of compounds. The ^1H NMR spectrum reveals the number of hydrogen atoms and their electronic environments, assisting in elucidating the arrangement of atoms within a molecule.
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