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Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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Question
Which isomer would give two signals in its C-NMR spectrum?

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.
Expert Solution
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Step 1
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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- How many signals will be present in the ¹H NMR spectrum of the molecule below? Do not consider split signals as seperate signals. 0000 6 HC H3C о- CH3 CH3 CH3 CH3arrow_forwardA compound with molecular formula C17H36 exhibits a 1H NMR spectrum with only one signal. How many signals would you expect in the 13C NMR spectrum of this compound? 3 3arrow_forwardA B O || CH3CH₂CH₂COCH 3 CH3CH₂COCH₂CH3 CH3COCH₂CH₂CH3 (a) True/False, all three compounds have the same number of ¹H NMR signals?_ (b) Which compound has the furthest downfield, three hydrogen singlet, (3H, singlet)? (c) Which compound lacks a two hydrogen triplet, (2H,triplet)?_ (d) Which compund has two unique signals that are both three hydrogen triplets, (3H,triplet)?_arrow_forward
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