The following IR and NMR were obtained for Alicia’s final product, Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid. Label all hydrogens with the data from 1H NMR. Label all carbons with the provided data from 13C NMR.

The following IR and NMR were obtained for Alicia’s final product, Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid. Label all hydrogens with the data from 1H NMR. Label all carbons with the provided data from 13C NMR.

Chemistry for Engineering Students

3rd Edition

ISBN:9781285199023

Author:Lawrence S. Brown, Tom Holme

Publisher:Lawrence S. Brown, Tom Holme

Chapter5: Gases

Section: Chapter Questions

Problem 5.23PAE

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Concept explainers

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 of visible light and all bands of electromagnetic radiation is called spectroscopy.

Question

The following IR and NMR were obtained for Alicia’s final product,
Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid. Label all hydrogens with the data from 1H NMR. Label all carbons with the provided data from 13C NMR.

10
1
11.90 ppm
H
H
CO₂H
CO₂H
1.34 ppm
5
8, ppm
(a) ¹H NMR spectrum (300 MHz).
(b) 13C NMR data: 8 46.8, 48.7, 49.1, 135.6, 174.4.
H₂O
3
CD₂SOCD₂H
2

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