4. An unknown aromatic compound (C₂H₁₁NO₂) displays the following ¹H and ¹³C APT NMR spectra. Determine the structure and draw this compound to the right of each spectrum. Label the unique sets of protons and carbons on the corresponding structures and then use those numbers to label the NMR signals. Hint: The 2 broad singlets in the ¹H NMR make up the NH₂ of an amide group. 9 HSP-43-829 d 13C APT NMR bs 8 td lbs 7 6 5 ppm q 4 3 2 t 1 0

4. An unknown aromatic compound (C₂H₁₁NO₂) displays the following ¹H and ¹³C APT NMR spectra. Determine the structure and draw this compound to the right of each spectrum. Label the unique sets of protons and carbons on the corresponding structures and then use those numbers to label the NMR signals. Hint: The 2 broad singlets in the ¹H NMR make up the NH₂ of an amide group. 9 HSP-43-829 d 13C APT NMR bs 8 td lbs 7 6 5 ppm q 4 3 2 t 1 0

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter13: Structure Determination: Nuclear Magnetic Resonance Spectroscopy

Section13.11: Characteristics Of 13c Nmr Spectroscopy

Problem 18P: Propose structures for compounds that fit the following descriptions: (a) A hydrocarbon with seven...

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