CO, Reduction Products Assignment Known Standards COSY Chemical Shift ¹H J splitting coupling 13C 13C 13C Probed cross peaks (HSQC) (1D) splitting Nucleus Product Name 1H Chemical J 13C splitting Shift coupling (1D) 9.57 S 9.55 9 2.93 2.12 CH,CH,C H=O | CHỤC H=O Propionaldehyde S 9.57 209.6 Acetaldehyde 9 9.55 2.93 206.9 8.33 S 172.2 171.76 HCOO Formate 8.33 171.77 161.16 Bicarbonate Electrolyte 162.97 130.74 Phenol Internal Standard t 7.2 7.61 130.7 121.24 Phenol Internal Standard t 6.86 7.61 121.07 115.92 Phenol Internal Standard d 6.8 8.78 116.31 5.89 m 5.16, 5.06, 3.99 137.4 137.79 dd CH,CHCH,OH Allyl Alcohol m 5.9 136.86 5.16 d 17.57 5.89, 3.99 116.36 d CH₂CHCH₂OH Allyl Alcohol d 5.17 17.33 115.74 5.13 १ 4.68 1.21 88.67 d CH,CH(OH) Acetaldehyde 9 5.13 5.37 88.57 5.06 d 10.54 5.89, 3.99 116.36 d CH,CHCH₂OH Allyl Alcohol d 5.07 10.5 115.74 4.94 t 5.27 3.4 90.6 d (OH),C HCH,OH Glycolaldehyde t 4.94 5.13 90.63 4.843 t 5.27 CH,CH,C H(OH)2 Propionaldehyde t 4.85 5.87 92.77 91.4 S (OH), CHCH(OH), Glyoxal 91.39 WATER 4.25 3.99 d 95 CH,C(=O)CH₂OH Hydroxyacetone S 4.25 68.36 4.68 5.9, 5.15, 5.05 63.5 63.44 d CH,CHCH₂OH Allyl Alcohol dt 3.99 5.13, 1.46 62.96 3.545 63.65 63.41 S HOCHC H₂OH Ethylene Glycol S 3.54 63.41 3.54 9 7.03 1.06 58.3 58.3 d CH,CH₂OH Ethanol σ 3.53 7.32 58.3 3.44 t 7.03 1.42 64.35 64.42 d CH,CH,CH₂OH n-Propanol t 3.44 6.49 64.43 3.4 d 4.68 4.94 65.6 65.38 d (OH), CHCH₂OH Glycolaldehyde d 3.4 5.13 65.42 3.23 S 49.85 49.76 S CH₂OH Methanol S 3.23 49.75 DMSO Internal Standard S 2.6 39.6 2.44 q 7.03 37.25 | CHỊCH,CH=O Propionaldehyde 9 2.44 7.32 37.34 2.12 d 2.93 9.55 30.94 30.8 d |CH,CH=O Acetaldehyde d 2.12 2.93 30.89 2.1 S 30.9 CH,C=OCH, Acetone 2.1 30.44 2.02 25.3 CH,C(=O)CH,OH Hydroxyacetone S 2.02 25.63 1.79 24 24.19 d |CH,C(=O)O Acetate 1.87 23.74 1.48 dt 5.85 30.95 CH,CH,CH(OH)2 Propionaldehyde dt 1.47 7.57, 12.94 30.45 1.42 sextet 6.44 3.44, 0.77 25.28 25.37 t CH,CH₂CH₂OH n-Propanol sextet 1.42 7.32 25.41 1.21 d 5.27 5.13 24 1.06 7.03 3.54 17.4 23.82 17.62 d d CH CH(OH) Acetaldehyde d 1.2 5.37 23.5 0.92 7.61 5.74 CH,CH,OH |CHÍCH,CH=O Ethanol 1.06 7.08 17.63 Propionaldehyde t 0.92 7.32 5.54 0.78 t 7.61 CH,CH,CH(OH) Propionaldehyde t 0.78 7.32 8.47 0.77 t 7.61 1.42 10.2 10.34 d CH,CH,CH₂OH n-Propanol t 0.77 7.57 10.36

CO, Reduction Products Assignment Known Standards COSY Chemical Shift ¹H J splitting coupling 13C 13C 13C Probed cross peaks (HSQC) (1D) splitting Nucleus Product Name 1H Chemical J 13C splitting Shift coupling (1D) 9.57 S 9.55 9 2.93 2.12 CH,CH,C H=O | CHỤC H=O Propionaldehyde S 9.57 209.6 Acetaldehyde 9 9.55 2.93 206.9 8.33 S 172.2 171.76 HCOO Formate 8.33 171.77 161.16 Bicarbonate Electrolyte 162.97 130.74 Phenol Internal Standard t 7.2 7.61 130.7 121.24 Phenol Internal Standard t 6.86 7.61 121.07 115.92 Phenol Internal Standard d 6.8 8.78 116.31 5.89 m 5.16, 5.06, 3.99 137.4 137.79 dd CH,CHCH,OH Allyl Alcohol m 5.9 136.86 5.16 d 17.57 5.89, 3.99 116.36 d CH₂CHCH₂OH Allyl Alcohol d 5.17 17.33 115.74 5.13 १ 4.68 1.21 88.67 d CH,CH(OH) Acetaldehyde 9 5.13 5.37 88.57 5.06 d 10.54 5.89, 3.99 116.36 d CH,CHCH₂OH Allyl Alcohol d 5.07 10.5 115.74 4.94 t 5.27 3.4 90.6 d (OH),C HCH,OH Glycolaldehyde t 4.94 5.13 90.63 4.843 t 5.27 CH,CH,C H(OH)2 Propionaldehyde t 4.85 5.87 92.77 91.4 S (OH), CHCH(OH), Glyoxal 91.39 WATER 4.25 3.99 d 95 CH,C(=O)CH₂OH Hydroxyacetone S 4.25 68.36 4.68 5.9, 5.15, 5.05 63.5 63.44 d CH,CHCH₂OH Allyl Alcohol dt 3.99 5.13, 1.46 62.96 3.545 63.65 63.41 S HOCHC H₂OH Ethylene Glycol S 3.54 63.41 3.54 9 7.03 1.06 58.3 58.3 d CH,CH₂OH Ethanol σ 3.53 7.32 58.3 3.44 t 7.03 1.42 64.35 64.42 d CH,CH,CH₂OH n-Propanol t 3.44 6.49 64.43 3.4 d 4.68 4.94 65.6 65.38 d (OH), CHCH₂OH Glycolaldehyde d 3.4 5.13 65.42 3.23 S 49.85 49.76 S CH₂OH Methanol S 3.23 49.75 DMSO Internal Standard S 2.6 39.6 2.44 q 7.03 37.25 | CHỊCH,CH=O Propionaldehyde 9 2.44 7.32 37.34 2.12 d 2.93 9.55 30.94 30.8 d |CH,CH=O Acetaldehyde d 2.12 2.93 30.89 2.1 S 30.9 CH,C=OCH, Acetone 2.1 30.44 2.02 25.3 CH,C(=O)CH,OH Hydroxyacetone S 2.02 25.63 1.79 24 24.19 d |CH,C(=O)O Acetate 1.87 23.74 1.48 dt 5.85 30.95 CH,CH,CH(OH)2 Propionaldehyde dt 1.47 7.57, 12.94 30.45 1.42 sextet 6.44 3.44, 0.77 25.28 25.37 t CH,CH₂CH₂OH n-Propanol sextet 1.42 7.32 25.41 1.21 d 5.27 5.13 24 1.06 7.03 3.54 17.4 23.82 17.62 d d CH CH(OH) Acetaldehyde d 1.2 5.37 23.5 0.92 7.61 5.74 CH,CH,OH |CHÍCH,CH=O Ethanol 1.06 7.08 17.63 Propionaldehyde t 0.92 7.32 5.54 0.78 t 7.61 CH,CH,CH(OH) Propionaldehyde t 0.78 7.32 8.47 0.77 t 7.61 1.42 10.2 10.34 d CH,CH,CH₂OH n-Propanol t 0.77 7.57 10.36

Principles of Instrumental Analysis

7th Edition

ISBN:9781305577213

Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch

Publisher:Douglas A. Skoog, F. James Holler, Stanley R. Crouch

Chapter19: Nuclear Magnetic Resonance Spectroscopy

Section: Chapter Questions

Problem 19.3QAP

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