For the following compound, label the unique protons and predict the splitting for each. If complex splitting is involved, be sure to label the protons involved along with their coupling constants. NO₂

For the following compound, label the unique protons and predict the splitting for each. If complex splitting is involved, be sure to label the protons involved along with their coupling constants. NO₂

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter21: Benzene And The Concept Of Aromaticity

Section: Chapter Questions

Problem 21.20P

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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

I am confused as to how to go about solving this problem.

I already split them into three distinct hydrogens: the methyl group hydrogens, the hydrogens to the farther left of the NO2 group, and the hydrogens closest to the NO2 group.

For the methyl group hydrogens, I expect 1 peak, for the ones farther to the left I expect n+1 = 2+1 = 3 peaks, but for the ones nearest the NO2 group, I believe they go through complex splitting and am confused. Detailed explanation would be appreciated.

For the following compound, label the unique protons and predict the splitting for each. If
complex splitting is involved, be sure to label the protons involved along with their
coupling constants.
NO₂

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