or - 8 = 192 ppm OH 8 = 10.0 ppm .8= 65 ppm. OH CH3 -8= 4.6 ppm 8 = 21 ppm 8 = 169 ppm Figure 3. Characteristic 13C NMR chemical shifts for a) the carbonyl carbon of benzaldehyde, b) the carbinol carbon of benzyl alcohol, c) the carbonyl carbon and methyl carbon of phenyl acetate and, d) the methyl carbon of methoxybenzene (anisole). 0 8 = 2.3ppm CH3 -8 = 55 ppm -CH₂ одан Figure 4. Characteristic H NMR chemical shifts for a) the benzylic hydrogen of benzaldehyde, b) the carbinol hydrogens of benzyl alcohol, c) the methyl hydrogens of phenyl acetate and, d) the methyl hydrogens of methoxybenzene (anisole). .8 = 3.8 ppm
1. Figures 3 and 4 give characteristic chemical shifts for some of hydrogens and carbons associated with benzaldehyde, benzyl alcohol, phenyl acetate, and methoxybenzene (anisole). Using this data and the corresponding NMR spectra, complete the following table. Please use the labels on the structures of vanillin acetate shown below. For Ha-Hr and C₁-C10, give a range of chemical shifts. 'H-NMR Spectrum (Vanillin Acetate) 10 200 8 1³C-NMR Spectrum (Vanillin Acetate) 180 160 6 140 120 PPM 100 PPM 80 60 2 40 20 0 0
'H-NMR Spectrum (Reduction Product) 8 7 180 13C-NMR (Reduction Product) 6 160 140 5 120 4 PPM 100 PPM 80 -3 60 2 40 20 0 0
Hydrogen H₂ НЬ He Ha-Hf Carbon C₁ C₂ C3 C4 C5-C10 H₂C C H₂C d Chemical Shift (8) Chemical Shift (8) H CH₂ b 10 Hf GH¹3
or - 8 = 192 ppm OH 8 = 10.0 ppm .8= 65 ppm. OH CH3 -8= 4.6 ppm 8 = 21 ppm 8 = 169 ppm Figure 3. Characteristic 13C NMR
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or - 8 = 192 ppm OH 8 = 10.0 ppm .8= 65 ppm. OH CH3 -8= 4.6 ppm 8 = 21 ppm 8 = 169 ppm Figure 3. Characteristic 13C NMR
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