Organic Chemistry
Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Textbook Question
Chapter 13, Problem 13.15P

Following are three compounds with the molecular formula C4H8O2 and three 1H-NMR spectra. Assign each compound its correct spectrum and assign all signals to their corresponding hydrogens.

(1) Chapter 13, Problem 13.15P, Following are three compounds with the molecular formula C4H8O2 and three 1H-NMR spectra. Assign , example  1

(2) Chapter 13, Problem 13.15P, Following are three compounds with the molecular formula C4H8O2 and three 1H-NMR spectra. Assign , example  2

(3) Chapter 13, Problem 13.15P, Following are three compounds with the molecular formula C4H8O2 and three 1H-NMR spectra. Assign , example  3

Chapter 13, Problem 13.15P, Following are three compounds with the molecular formula C4H8O2 and three 1H-NMR spectra. Assign , example  4

Chapter 13, Problem 13.15P, Following are three compounds with the molecular formula C4H8O2 and three 1H-NMR spectra. Assign , example  5

Chapter 13, Problem 13.15P, Following are three compounds with the molecular formula C4H8O2 and three 1H-NMR spectra. Assign , example  6

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The following is the predicted 1H-NMR spectrum for an unknown compound with molecular formula C6H14O . This compound is a liquid at room temperature, is slightly soluble in water, and reacts with sodium metal with the evolution of a gas.
Compound X (molecular formula C10H12O) was treated with NH2NH2, −OH to yield compound Y (molecular formula C10H14). Based on the 1HNMR spectra of X and Y given below, what are the structures of X and Y?
Draw the structure for a compound with the formula C8H10O3 that exihibits the 1H-NMR spectrum provided integral parts are also provided in a table above the 1H-NMR picture.

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