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.

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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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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
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40
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20
10
0
Transcribed Image Text: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
Transcribed Image Text:-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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