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.

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
Chapter14: Mass Spectrometry
Section: Chapter Questions
Problem 14.37P
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Please make the arrow pushing clear

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.
2. MF C₂H₂O IR KBr Disc
LOD
2000
1500
1000
500
HAVENUMBERI
MANSHYTANLETE
8
4000
3132 77
3322 79
3065 86
3040 70
3029 68
2992 74
2014
09
3000
2744 64
2716 74
1677 4
1627 14
1606 49
1597 55
1676 47
1496 68
1450 34
1395 74
1329 74
1306 66
1295 52
1262 62
55
1204 74
1179 66
1150
1126
1073
58
1008 52
973 27
6
646 79
748 19
25
620 74
606 50
584 49
601 64
609
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. 2. MF C₂H₂O IR KBr Disc LOD 2000 1500 1000 500 HAVENUMBERI MANSHYTANLETE 8 4000 3132 77 3322 79 3065 86 3040 70 3029 68 2992 74 2014 09 3000 2744 64 2716 74 1677 4 1627 14 1606 49 1597 55 1676 47 1496 68 1450 34 1395 74 1329 74 1306 66 1295 52 1262 62 55 1204 74 1179 66 1150 1126 1073 58 1008 52 973 27 6 646 79 748 19 25 620 74 606 50 584 49 601 64 609
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.
2. MF C₂H₂O
131(Base peak
27.0
1.5
28.0
100
1.1
29.0
1.0
38.0
1.2
39.0
3.7
50.0
8.6
51.0
21.2
80
51.5
1.1
52.0
5.5
53.0
1.2
54.0
1.0
55.0
1.1
61.0
1.1
62.0
2.5
63.0
5.7
1.1
65.0
74.0
5.3
75.0
4.7
77
76.0
5.1
77.0
35.7
78.0
26.1
79.0
1.7
51
89.0
1.2
91.0
2.5
101.0
1.5
102.0
8.9
103.0
54.5
104.0
27.4
105.0
3.5
131.0
100.0
132.0
74.8
133.0
7.3
Relative Intensity
40
20
O
qoympt|t|ypt
25
50
75
m/z
m
103
100
125
132(M+)
133(M+1)
150
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. 2. MF C₂H₂O 131(Base peak 27.0 1.5 28.0 100 1.1 29.0 1.0 38.0 1.2 39.0 3.7 50.0 8.6 51.0 21.2 80 51.5 1.1 52.0 5.5 53.0 1.2 54.0 1.0 55.0 1.1 61.0 1.1 62.0 2.5 63.0 5.7 1.1 65.0 74.0 5.3 75.0 4.7 77 76.0 5.1 77.0 35.7 78.0 26.1 79.0 1.7 51 89.0 1.2 91.0 2.5 101.0 1.5 102.0 8.9 103.0 54.5 104.0 27.4 105.0 3.5 131.0 100.0 132.0 74.8 133.0 7.3 Relative Intensity 40 20 O qoympt|t|ypt 25 50 75 m/z m 103 100 125 132(M+) 133(M+1) 150
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