Which of the four compounds is best represented by the carbon-13 NMR spectrum shown below? A 220 200 180 160 140 120 100 80 60 40 20 ppm Compound C Compound A Compound D Compound B
Which of the four compounds is best represented by the carbon-13 NMR spectrum shown below? A 220 200 180 160 140 120 100 80 60 40 20 ppm Compound C Compound A Compound D Compound B
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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Transcribed Image Text:Title: Understanding Carbon-13 NMR Spectra
Description:
This exercise involves selecting the compound best represented by a given carbon-13 NMR spectrum. Four compounds are displayed, labeled A, B, C, and D, each with distinct structures.
Diagram:
The NMR spectrum features chemical shift values on the x-axis, ranging from 0 to 220 ppm. Notable peaks are present around the following ppm values: 170, 130, 120, and 20.
Choices:
- Compound A: Features a carbonyl group and a double bond.
- Compound B: Contains an epoxide ring.
- Compound C: Includes a bridged ketone structure.
- Compound D: Shows a simple cyclic ether structure.
Task:
Assess the chemical shifts in the spectrum. Remember:
- Peaks around 170 ppm imply the presence of a carbonyl group.
- Peaks around 120-130 ppm suggest double bonds or aromatic carbons.
- Peaks near 20 ppm indicate aliphatic carbons.
Based on these observations, determine which compound corresponds to the displayed NMR spectrum.
Select your answer:
- Compound C
- Compound A
- Compound D
- Compound B
Expert Solution

Step 1
13C NMR spectrum gives a brief idea about the structural aspects of a molecule. Number of signals in spectrum depends on the carbon atoms with different environment.
The electron density on the carbon atom decides the position of the peak in the spectrum.
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