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15
C5H12O MW = 88.15
OH
C5H12O MW = 88.15
OH
+ +
OH OH
H CH3
H3C CH3 H3C H
m/z = 88 m/z = 73
C5H12O MW = 88.15
OH
+ +
OH OH
H CH3
H3C CH3 H3C H
m/z = 88 m/z = 73
+ +
OH OH
H H3C CH2
H3C CH3
H CH3
m/z = 88 m/z = 45
C5H12O MW = 88.15
OH
+ +
OH OH
H CH3
H3C CH3 H3C H
m/z = 88 m/z = 73
+ +
OH OH
H H3C CH2
H3C CH3
H CH3
m/z = 88 m/z = 45
+ +
OH +
H3C CH3
m/z = 70 m/z = 70
Solve the structure with no further information
Solve the structure with no further information
M81
M79
Solve the structure with no further information
M81
M79
Solve the structure with no further information
M81
M79
+ +
CH2
Br Br
C9H10O IHD=5
+
CH2
C9H10O IHD=5
+
CH2
C9H10O IHD=5
MCH3
+
CH2
C9H10O IHD=5
MCH3
CH3
CH3
+O
+
O O
+
m/z = 119
+
CH2
C9H10O IHD=5
MCH3
CH3
CH3 +
+O H2C
+
O m/z = 91
+ O
m/z = 119
+
CH2
C9H10O IHD=5
MCH3
CH3
CH3 +
+O H2C
+
O m/z = 91
+ O
m/z = 119
CH3
CH3 CH3
O+ +
O O
+
m/z = 43
O O
OEt
O O
OEt
+O O+
O
O
OEt
OEt
m/z = 105
O O
OEt
+O O+
O
O
OEt
OEt
m/z = 105
+
O O O O+
OEt
OEt
m/z = 73
O O
OEt
+O O+
O
O +
OEt
OEt CO
+
O O O O+
OEt
OEt
m/z = 73
43
57 A
72
29 113
85
142
O
43 B 1
71
58 99
2 O
86
match the
142 compound to
it's spectrum
43 A 43 B
57
72
71
29 113
58 99
85
86
142
142
43 A 43 B
57
72
71
29 113
58 99
85
86
142
142
O+
+ +
O
m/z = 85
m/z = 113
43 A 43 B
57
72
71
29 113
58 99
85
86
142
142
O+
+ +
O
m/z = 85
m/z = 113
O+ O+
+
m/z = 29
m/z = 57
43 A 43 B
57
72
71
29 113
58 99
85
86
142
142
O+
+ +
O
m/z = 85
m/z = 113
O+ O+
+
m/z = 29
m/z = 57
McLafferty H +
O+
OH
rearrangement
m/z = 72
43 A 43 B
57
72
71
29 113
58 99
85
86
142
142
O+
+ +
O
m/z = 85
m/z = 113
O+ O+
+
m/z = 29
m/z = 57
H +O O+
McLafferty O+
+
OH
rearrangement
m/z = 72 m/z = 43
43 O
A 43 B
57
72 1
71
29 113
58 99
85
86
142
142
O+
+ +
O
m/z = 85
m/z = 113
O+ O+
+
m/z = 29
m/z = 57
H +O O+
McLafferty O+
+
OH
rearrangement
m/z = 72 m/z = 43
43
43
57
72
71
29 113
58 99
85
86
142
142
O+
+O +
m/z = 71
m/z = 99
43
43
57
72
71
29 113
58 99
85
86
142
142
O+ O+
O+
+O + +
m/z = 71 m/z = 43
m/z = 71
m/z = 99
43
43
57
72
71
29 113
58 99
85
86
142
142
O+ O+
O+
+O + +
m/z = 71 m/z = 43
m/z = 71
m/z = 99
H +OH
McLafferty O+
rearrangement
m/z = 86
+ H +
O OH
m/z = 114
NOT OBSERVED
43
43
57
72
71
29 113
58 99
85
86
142
142
O+ O+
O+
+O + +
m/z = 71 m/z = 43
m/z = 71
m/z = 99
H +OH
McLafferty O+
rearrangement
m/z = 86
+ H + H + +
Double O OH O OH
McLafferty
m/z = 114 m/z = 58
rearrangement NOT OBSERVED
43 O O
43
57
72
71
29 113
58 99
85
86
142
142
O+ O+
O+
+O + +
m/z = 71 m/z = 43
m/z = 71
m/z = 99
H +OH
McLafferty O+
rearrangement
m/z = 86
+ H + H + +
Double O OH O OH
McLafferty
m/z = 114 m/z = 58
rearrangement NOT OBSERVED
Trans-2-butenal
3-butyn-2-ol
o-nitrotolueno