Compare the 13C NMR spectra of isoborneol and camphor. Explain which peaks can be used to determine whether the oxidation was successful.Propose a mechanism for this oxidation. To simplify the structures, use benzyl alcohol to draw the mechanism instead of isoborneol. Include the formation of any byproduct(s) in the mechanism. Oxidation of a Secondary AlcoholExperiment 4 Starting Material 13C NMR Spectrum, CDC13230 220 210 200 190 180 170 160 150 140 130 12011010090-79.92CDC1380706050403020100 -219.57Oxidation of a Secondary AlcoholExperiment 4 Product ¹3C NMR Spectrum, CDC13230 220 210 200 190 180 170 160 150 140130120110 10090CDC1380706050403020100

13 C NMR spectroscopy is useful to determine types of carbons, their signals, splitting etc hence we…

Answered: Compare the 13C NMR spectra of…

Macroscale and Microscale Organic Experiments

7th Edition

ISBN:9781305577190

Author:Kenneth L. Williamson, Katherine M. Masters

Publisher:Kenneth L. Williamson, Katherine M. Masters

Chapter45: Synthesis And Bioassay Of Sulfanilamide And Derivatives

Section: Chapter Questions

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Compare the 13C NMR spectra of isoborneol and camphor. Explain which peaks can be used to determine whether the oxidation was successful.

Propose a mechanism for this oxidation. To simplify the structures, use benzyl alcohol to draw the mechanism instead of isoborneol. Include the formation of any byproduct(s) in the mechanism.

Oxidation of a Secondary Alcohol
Experiment 4 Starting Material 13C NMR Spectrum, CDC13
230 220 210 200 190 180 170 160 150 140 130 120
110
100
90
-79.92
CDC13
80
70
60
50
40
30
20
10
0

-219.57
Oxidation of a Secondary Alcohol
Experiment 4 Product ¹3C NMR Spectrum, CDC13
230 220 210 200 190 180 170 160 150 140
130
120
110 100
90
CDC13
80
70
60
50
40
30
20
10
0

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