Chemistry: An Atoms-Focused Approach (Second Edition)
Chemistry: An Atoms-Focused Approach (Second Edition)
2nd Edition
ISBN: 9780393614053
Author: Thomas R. Gilbert, Rein V. Kirss, Stacey Lowery Bretz, Natalie Foster
Publisher: W. W. Norton & Company
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Shown below are five NMR spectra for five different C6H10O2 compounds.  For each spectrum, draw the structure of the compound, and assign the spectrum by labeling H's in your structure (or in a second drawing of the structure) with the chemical shifts of the corresponding signals (which can be estimated to nearest 0.1 ppm).  IR information is also provided.  As a reminder, a peak near 1700 cm-1 is consistent with the presence of a carbonyl (C=O), and a peak near 3300 cm-1 is consistent with the presence of an O–H. Extra information: For C6H10O2 , there must be either 2 double bonds, or 1 triple bond, or two rings to account for the unsaturation. There is no two rings for this problem. A strong band was observed in the IR at 1717 cm-1
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Chapter 3 Solutions

Chemistry: An Atoms-Focused Approach (Second Edition)

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