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(Solved): Identify the structure of the important fragments. Show the arrow pushing mechanism to form the sign ...



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.

MF C?H?O
100
80
60
40-
20
0-rmth
25
Relative Intensity
50
75
m/z
100
?????
125
m
150
27.0
28.0
29.0
38.0
39.0
50.0
51.0
51.5
MF C?H?O IR KBr Disc
LOD
5D
3000
D
4000
3332 77
3322
3063 86
3048 70
3029
2992 74
2814 60
62
89
2744 64
2716 74
1677 4
1627 1

MF C?H?O 100 80 60 40- 20 0-rmth 25 Relative Intensity 50 75 m/z 100 ????? 125 m 150 27.0 28.0 29.0 38.0 39.0 50.0 51.0 51.5 52.0 53.0 54.0 55.0 61.0 62.0 63.0 65.0 74.0 75.0 76.0 77.0 78.0 79.0 89.0 91.0 101.0 102.0 103.0 104.0 105.0 131.0 132.0 133.0 1.5 1.1 1.0 1.2 3.7 8.6 21.2 1.1 5.5 1.2 1.0 1.1 1.1 2.5 5.7 1.1 5.3 4.7 5.1 35.7 26.1 1.7 1.2 2.5 1.5 8.9 54.5 27.4 3.5 100.0 74.8 7.3 MF C?H?O IR KBr Disc LOD 5D 3000 D 4000 3332 77 3322 3063 86 3048 70 3029 2992 74 2814 60 62 89 2744 64 2716 74 1677 4 1627 14 1606 49 1597 59 1676 47 1496 68 1450 34 1393 74 1329 74 1306 66 1295 52 1262 62 2000 1204 74 1179 66 55 1126 9 1073 58 1008 52 973 27 09 TT ??????? ???? HAVENUMBERI-I 699 645 79 748 19 25 74 50 620 606 584 49 601 64 DOST 1000 500


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From the molceular formula we can obtain the unsaturation degree: This number can be understand as 4 unsaturations from benzene ring and 2 unsaturations more from alkene an
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