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Which structure best matches the 'H-NMR spectrum below?

Which structure best matches the 'H-NMR spectrum below?

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
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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**Determining the Matching Structure Based on ^1H-NMR Spectrum** **Question:** Which structure best matches the ^1H-NMR spectrum below? **Explanation of the ^1H-NMR Spectrum:** - The ^1H-NMR spectrum presented shows various peaks corresponding to the hydrogen atoms in the molecule under examination. - **Peak Identification:** - A multiplet (several overlapping peaks) near 7.5 - 8.0 PPM indicates the presence of aromatic hydrogen atoms. - A singlet at approximately 5.5 PPM suggests the presence of a hydrogen atom in a less shielded environment. **Structures Available for Matching:** 1. **Structure a:** - Benzene ring with two hydroxyl (OH) groups attached. 2. **Structure b:** - Benzene ring with a nitro (NO₂) group and an amino (NH₂) group attached. 3. **Structure c:** - Benzene ring with two hydroxyl (OH) groups attached in meta positions. 4. **Structure d:** - Benzene ring with a nitro (NO₂) group and an amino (NH₂) group attached in ortho positions. 5. **Structure e:** - Benzene ring with two hydroxyl (OH) groups in ortho positions. 6. **Structure f:** - Similar to structure d, it has a benzen ring with a nitro (NO₂) group and an amino (NH₂) group but not at the same positions. **Analysis:** - The aromatic region (7.0 - 8.0 PPM) signifies the hydrogens in an aromatic ring. - The 5.5 PPM singlet may suggest a hydroxyl group on an aromatic ring. **Conclusion:** The best matching structure should show a similar pattern in its hydrogen environment as displayed in the NMR spectrum. Given the singlet at 5.5 PPM and multiplets in the aromatic region, the structure that is likely a match will have hydrogens in similar environments. For educational purposes, matching ^1H-NMR spectra to structures is an excellent exercise in understanding hydrogen environments in various organic molecules.
Transcribed Image Text:**Determining the Matching Structure Based on ^1H-NMR Spectrum** **Question:** Which structure best matches the ^1H-NMR spectrum below? **Explanation of the ^1H-NMR Spectrum:** - The ^1H-NMR spectrum presented shows various peaks corresponding to the hydrogen atoms in the molecule under examination. - **Peak Identification:** - A multiplet (several overlapping peaks) near 7.5 - 8.0 PPM indicates the presence of aromatic hydrogen atoms. - A singlet at approximately 5.5 PPM suggests the presence of a hydrogen atom in a less shielded environment. **Structures Available for Matching:** 1. **Structure a:** - Benzene ring with two hydroxyl (OH) groups attached. 2. **Structure b:** - Benzene ring with a nitro (NO₂) group and an amino (NH₂) group attached. 3. **Structure c:** - Benzene ring with two hydroxyl (OH) groups attached in meta positions. 4. **Structure d:** - Benzene ring with a nitro (NO₂) group and an amino (NH₂) group attached in ortho positions. 5. **Structure e:** - Benzene ring with two hydroxyl (OH) groups in ortho positions. 6. **Structure f:** - Similar to structure d, it has a benzen ring with a nitro (NO₂) group and an amino (NH₂) group but not at the same positions. **Analysis:** - The aromatic region (7.0 - 8.0 PPM) signifies the hydrogens in an aromatic ring. - The 5.5 PPM singlet may suggest a hydroxyl group on an aromatic ring. **Conclusion:** The best matching structure should show a similar pattern in its hydrogen environment as displayed in the NMR spectrum. Given the singlet at 5.5 PPM and multiplets in the aromatic region, the structure that is likely a match will have hydrogens in similar environments. For educational purposes, matching ^1H-NMR spectra to structures is an excellent exercise in understanding hydrogen environments in various organic molecules.
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