ORGANIC CHEMISTRY W/BIOLOGICAL TOPICS
ORGANIC CHEMISTRY W/BIOLOGICAL TOPICS
6th Edition
ISBN: 9781260325294
Author: SMITH
Publisher: RENT MCG
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Chapter 12C, Problem 51P

Identify the carbon atoms that give rise to the signals in the 13 C NMR spectrum of each compound.

a. CH 3 CH 2 CH 2 CH 2 OH;  13 C NMR: 14, 19, 35 and 62 ppm

b. ( CH 3 ) 2 CHCHO;  13 C NMR: 16, 41 and 205 ppm

c. CH 2 = CHCH ( OH ) CH 3 13 C NMR: 23, 69, 113 and 143 ppm

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1Compound 1 has molecular formula C7H16. It shows three signals in the 1H-NMR spectrum, one at 0.85 ppm, one at 1.02 ppm, and one at 1.62 ppm. The relative integrals of these three signals are 6, 1, and 1, respectively. Compound 2 has molecular formula C7H14. It shows three signals in the 1H-NMR spectrum, one at 0.98 ppm, one at 1.36 ppm, and one at 1.55 ppm. The relative integrals of these three signals are 3, 2, and 2, respectively. Propose structures for compounds 1 and 2, explaining how you reach your conclusion.

Chapter 12C Solutions

ORGANIC CHEMISTRY W/BIOLOGICAL TOPICS

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NMR Spectroscopy; Author: Professor Dave Explains;https://www.youtube.com/watch?v=SBir5wUS3Bo;License: Standard YouTube License, CC-BY