Chemistry
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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NMR Spectroscopy
NMR stands for Nuclear Magnetic Resonance in which the study of different molecules is done based on the interaction of radiofrequency electromagnetic radiations with the nuclei of molecules placed in a strong magnetic field. A precise study of spectra o…
Question

Which isomer would give two signals in its C-NMR spectrum?

**Question 13.1**: Which isomer would give two signals in its \(^{13}\text{C-NMR}\) spectrum? **Isomer Structures**: (a) **Chemical Structure**: A benzene ring with hydroxyl groups (-OH) at ortho positions (1,2,3-tri-hydroxybenzene). (b) **Chemical Structure**: A benzene ring with hydroxyl groups in a symmetrical arrangement at positions 1,3,5 (1,3,5-trihydroxybenzene). (c) **Chemical Structure**: A benzene ring with hydroxyl groups at meta positions (1,2,4-trihydroxybenzene). (d) **Chemical Structure**: A benzene ring with hydroxyl groups at para positions (1,4-benzoquinone structure). (e) **Chemical Structure**: A benzene ring with hydroxyl groups at positions 1,2,5 (hydroquinone structure). **Explanation**: For \(^{13}\text{C-NMR}\), the number of signals corresponds to the number of unique carbon environments in the molecule. When there are symmetries in the molecule, different carbons in the symmetric positions will give the same signal. - Isomer (b) will display two signals due to its symmetrical arrangement, with carbons in positions 1,3,5 being equivalent, and carbons in positions 2,4,6 being equivalent.
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Transcribed Image Text:**Question 13.1**: Which isomer would give two signals in its \(^{13}\text{C-NMR}\) spectrum? **Isomer Structures**: (a) **Chemical Structure**: A benzene ring with hydroxyl groups (-OH) at ortho positions (1,2,3-tri-hydroxybenzene). (b) **Chemical Structure**: A benzene ring with hydroxyl groups in a symmetrical arrangement at positions 1,3,5 (1,3,5-trihydroxybenzene). (c) **Chemical Structure**: A benzene ring with hydroxyl groups at meta positions (1,2,4-trihydroxybenzene). (d) **Chemical Structure**: A benzene ring with hydroxyl groups at para positions (1,4-benzoquinone structure). (e) **Chemical Structure**: A benzene ring with hydroxyl groups at positions 1,2,5 (hydroquinone structure). **Explanation**: For \(^{13}\text{C-NMR}\), the number of signals corresponds to the number of unique carbon environments in the molecule. When there are symmetries in the molecule, different carbons in the symmetric positions will give the same signal. - Isomer (b) will display two signals due to its symmetrical arrangement, with carbons in positions 1,3,5 being equivalent, and carbons in positions 2,4,6 being equivalent.
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NMR spectroscopy is an important tool for the determination of the structure of an organic compound. Carbon-13 NMR spectroscopy detects the energy levels in the nucleus of carbon-13 and hence detects the electronic environment around the carbon nucleus.

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