Identify the structure of the important fragments. Show the arrow pushing mechanism to form the significant fragments. Suggest possible structure based on MS and IR data. 1. MF C₂H₂NO 15.0 1.5 77 105 18.0 1.4 27.0 1.9 28.0 2.4 30.0 1.8 38.0 1.5 39.0 2.3 50.0 10.9 51.0 31.4 52.0 2.8 53.5 1.1 58.0 3.9 74.0 3.5 75.0 2.7 76.0 4.5 87.2 77.0 78.0 7.9 100.0 105.0 106.0 134.0 8.5 32.4 38.4 135.0 136.0 3.6 Relative Intensity 100- 80 9 20- 0+ 25 51 50 75 m/z 100 125

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter16: Aldehydes And Ketones
Section: Chapter Questions
Problem 16.63P
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Identify the structure of the important fragments. Show the arrow pushing mechanism to form the significant
fragments. Suggest possible structure based on MS and IR data.
1. MF C₂H₂NO
LOD
IR KBr Disc
2000
1500
1000
TENSHITTENCEINT
50
4000
3000
3328 13 2940 72
3156 79 2902 79
3087 74
1639
3066 60 1617 44
1604 36
4
3054 66
3004 77
1579 15
2962 79 1664 D
1494 36
1448 70
1409 35
1362 72
1334 57
1911 32
1303 47
1166 60
1151 74
1036 74
999 79
937 74
831 79
807 74
NAVENUMBERI
601 79
718 36
710 23
696 26
671 62
646
53
617
70
500
Transcribed Image Text:Identify the structure of the important fragments. Show the arrow pushing mechanism to form the significant fragments. Suggest possible structure based on MS and IR data. 1. MF C₂H₂NO LOD IR KBr Disc 2000 1500 1000 TENSHITTENCEINT 50 4000 3000 3328 13 2940 72 3156 79 2902 79 3087 74 1639 3066 60 1617 44 1604 36 4 3054 66 3004 77 1579 15 2962 79 1664 D 1494 36 1448 70 1409 35 1362 72 1334 57 1911 32 1303 47 1166 60 1151 74 1036 74 999 79 937 74 831 79 807 74 NAVENUMBERI 601 79 718 36 710 23 696 26 671 62 646 53 617 70 500
Identify the structure of the important fragments. Show the arrow pushing mechanism to form the significant
fragments. Suggest possible structure based on MS and IR data.
1. MF C₂H₂NO
100
15.0
1.5
105
77
18.0
1.4
27.0
1.9
28.0
2.4
80
30.0
1.8
38.0
1.5
39.0
2.3
50.0
51.0
52.0
53.5
58.0
74.0
75.0
76.0
77.0
78.0
105.0
106.0
134.0
135.0
136.0
Relative Intensity
40
T
T
20
0-luptthe
25
T
51
50
75
m/z
m
100
|_||
125
10.9
31.4
2.8
1.1
3.9
3.5
2.7
4.5
87.2
7.9
100.0
8.5
32.4
38.4
3.6
Transcribed Image Text:Identify the structure of the important fragments. Show the arrow pushing mechanism to form the significant fragments. Suggest possible structure based on MS and IR data. 1. MF C₂H₂NO 100 15.0 1.5 105 77 18.0 1.4 27.0 1.9 28.0 2.4 80 30.0 1.8 38.0 1.5 39.0 2.3 50.0 51.0 52.0 53.5 58.0 74.0 75.0 76.0 77.0 78.0 105.0 106.0 134.0 135.0 136.0 Relative Intensity 40 T T 20 0-luptthe 25 T 51 50 75 m/z m 100 |_|| 125 10.9 31.4 2.8 1.1 3.9 3.5 2.7 4.5 87.2 7.9 100.0 8.5 32.4 38.4 3.6
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