Analyze the 1H AND 13C NMR spectrum of C8H9NO given below and draw the structure of the compound.

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
Chapter34: Particle Size Determination
Section: Chapter Questions
Problem 34.6QAP
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Analyze the 1H AND 13C NMR spectrum of C8H9NO given below and draw the structure of the compound.

1. ¹H-NMR
Assign.
A
B
9
C
D
E
8
C₂H₂NO
Shift (ppm)
7.786
7.447
7.366
6.98
2.952
T
7
6
T
5
ppm
3
-N
2
T
T
1
H₂
ppm
3118.53
7.804
42
245
3116.58 7.799
3115.36 7.796 292
3114.01 7.792
143
3110.35 7.783
97
3108.28 7.778 369
Int.
3106.81 7.774 281
2986.82 7.474
2985.47 7.471
39
72
2984.25 7.468
44
53
185
68
96
2970.83 7.434 165
2969.48 7.431
88
2953.00 7.389
54
251
2951.17 7.385
2949.58 7.381 117
205
2944.70 7.369
2943.36 7.365
2941.89 7.362
2937.87
2936.16
2980.35 7.458
2978.27 7.453
7.447
2976.07
2972.17 7.437
2935.18
2790.16
1182.01
1177.25
365
104
7.352
67
7.347
157
7.345 103
6.982 36
2.958 1000
2.946
958
Transcribed Image Text:1. ¹H-NMR Assign. A B 9 C D E 8 C₂H₂NO Shift (ppm) 7.786 7.447 7.366 6.98 2.952 T 7 6 T 5 ppm 3 -N 2 T T 1 H₂ ppm 3118.53 7.804 42 245 3116.58 7.799 3115.36 7.796 292 3114.01 7.792 143 3110.35 7.783 97 3108.28 7.778 369 Int. 3106.81 7.774 281 2986.82 7.474 2985.47 7.471 39 72 2984.25 7.468 44 53 185 68 96 2970.83 7.434 165 2969.48 7.431 88 2953.00 7.389 54 251 2951.17 7.385 2949.58 7.381 117 205 2944.70 7.369 2943.36 7.365 2941.89 7.362 2937.87 2936.16 2980.35 7.458 2978.27 7.453 7.447 2976.07 2972.17 7.437 2935.18 2790.16 1182.01 1177.25 365 104 7.352 67 7.347 157 7.345 103 6.982 36 2.958 1000 2.946 958
1. 13C-NMR CH₂NO
200
ppn Int.
168.46 174
134.62 196
131.23 474
128.42 930
126.94 1000
26.79 317
180 160 140 120
100
ppm
80
60
40
20
O
Transcribed Image Text:1. 13C-NMR CH₂NO 200 ppn Int. 168.46 174 134.62 196 131.23 474 128.42 930 126.94 1000 26.79 317 180 160 140 120 100 ppm 80 60 40 20 O
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