17.49 Identify the lettered compounds in the following reaction scheme. Compounds F, G, and K are isomers of molecular formula C13H18O. How could 1H NMR spectroscopy distinguish these three compounds from each other? OH OH OH F G K 17.49 Compounds F, G, and K are all alcohols with aromatic rings so there will be many similarities in their proton NMR spectra. These compounds, however, will show differences in absorptions due to the CH protons on the carbon bearing the OH group. F has a CH₂OH group, which will give a singlet in the 3–4 ppm region of the spectrum. G is a 3º alcohol that has no protons on the C bonded to the OH group so it will have no peak in the 3-4 ppm region of the spectrum. K is a 2° alcohol that will give a doublet in the 3–4 ppm region of the spectrum for the CH proton on the carbon with the OH group.

17.49 Identify the lettered compounds in the following reaction scheme. Compounds F, G, and K are isomers of molecular formula C13H18O. How could 1H NMR spectroscopy distinguish these three compounds from each other? OH OH OH F G K 17.49 Compounds F, G, and K are all alcohols with aromatic rings so there will be many similarities in their proton NMR spectra. These compounds, however, will show differences in absorptions due to the CH protons on the carbon bearing the OH group. F has a CH₂OH group, which will give a singlet in the 3–4 ppm region of the spectrum. G is a 3º alcohol that has no protons on the C bonded to the OH group so it will have no peak in the 3-4 ppm region of the spectrum. K is a 2° alcohol that will give a doublet in the 3–4 ppm region of the spectrum for the CH proton on the carbon with the OH group.

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 21.25P: Compound H (C8H6O3) gives a precipitate when treated with hydroxylamine in aqueous ethanol and a...

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