Organic Chemistry
Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 30.SE, Problem 37AP

The 1H NMR spectrum of bullvalene at 100 °C consists only of a single peak at 4.22 δ. Explain.

Chapter 30.SE, Problem 37AP, The 1H NMR spectrum of bullvalene at 100 C consists only of a single peak at 4.22 . Explain.

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The 'H NMR spectrum of compound A (C3H100) has four signals: a multiplet at 8 = 7.25-7.32 ppm (5 H), a singlet at d = 5.17 ppm (1 H), a quartet at d = 4.98 ppm (1 H), and a doublet at ô = 1.49 ppm (3 H). There are 6 signals in its 13C NMR spectrum. The IR spectrum has a broad absorption in the -3200 cm-1 region. Compound A reacts with KMNO4 in a basic solution followed by acidification to give compound B with the molecular formula C7H6O2. Draw structures for compounds A and B.
Choose the structure corresponding to the given 1H and 13C NMR spectra
How could 1H NMR spectroscopy be used to distinguish betweencompounds X and Y?
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NMR Spectroscopy; Author: Professor Dave Explains;https://www.youtube.com/watch?v=SBir5wUS3Bo;License: Standard YouTube License, CC-BY