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3. Show how one might accomplish the conversion of p-methylbenzaldehyde to each of the following compounds. J& CH3 -CH3 CH3 OH CHCH OH CH

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3. Show how one might accomplish the conversion of p-methylbenzaldehyde to each of the following compounds. J& CH3 -CH3 CH3 OH CHCH OH CH 4. In the 3C NMR of benzil, which carbon is responsible for the resonance at 194.5 ppm? The other peaks are at 134.8, 132.9, 129.8 and 128.9 ppm. Which carbon(s) are responsible for the resonances at 134.8 and 132.9 ppm? You do not need to assign each resonance, but identify which carbon(s) might give rise to these signals. CDC3 240 NMR Spectra The H and 3C NMR of benzoin are shown in the previous experiment. Below are the 'H and 3C NMR spectra of benzil. 220 QE-300 100

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