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Experiment : An Aerobic Alcohol Oxidation Using a Copper (I)/TEMPO Catalyst In t

ID: 1047092 • Letter: E

Question

Experiment : An Aerobic Alcohol Oxidation Using a Copper (I)/TEMPO Catalyst

In this experiment, CuBr, 2,2 bipyridine, N-methyl imidazole and TEMPO was used to convert benzyl alcohol to aldehyde.

What evidence would appear in the product IR spectra indicating over-oxidization of the aldehyde?

Wed Apr 04 14:19:45 2018 (GMT-05:00) 12 10 -6 1500 1000 500 2000 Wavenumbers (cm-1) 4000 3500 3000 2500 Wed Apr 04 14:21:15 2018 (GMT-05:00) FIND PEAKS Wed Apr 04 14:19:45 2018 (GMT-05:00) 4000.00 400.00 Spectrum Region Absolute threshold: 11.774 Sensitivity Peak list: 50 Position: 618.12 Intensity: 5.454 Position: 1110.67 Intensity: 9.241 Position: 1195.32 Intensity: 10.976 Position: 1636.77 Intensity: 5.240 Position: 3445.81Intensity: 0.927 Position: 3854.47 Intensity: 9.109

Explanation / Answer

From the spectra, it is observed that the peak at 3446 cm-1 corresponds to the caboxylic acid group.

It is known that over oxidation of alcohol gives the acid. thus benzaldehyde on over oxidation gives benzoic acid and the corresponding peak was observed in IR spectrum at 3446 cm-1.

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