P%20100%20%

1
Compound 1
P 100 P1 10
148/13 11.38 .3813 5 C11H18
2

Compound 1


3
Compound 1
C11H18 C10H14O
Area 5223
4
m/e 120 m/e 105 m/e 77
.
m/e 120
m/e 105
5
Compound 2
P 100 P1 7.1 P2 33
126-35 91 91/13 7.0 C7H7Cl
6

Compound 2

7
Area 52
8
Compound 3
m/e 114 114/13 8.769 0.76913 10 C8H18
9
Compound 3

10
Compound 3
C8H18 C7H14O C6H10O2
11
m/e 99 P-15 m/e 86 P-28 m/e 69 P-45 m/e 41
m/e 86
m/e 41
m/e 69
12
Compound 4
m/e 184 184-79 105 105/13 8.077 0.07713
1 C8H9Br
13
Compound 4

14
Compound 4
Area 522
15
Compound 5

m/e 75 C2H3O3 C3H7O2 m/e 73 C2HO3 C3H5O2 C4H
9O

m/e 147 P - 15 m/e 130 P - 32 CH4O m/e
115 P 47 CH3O2 C2H7O
C8H18O3 mw 162
16
Compound 6
17
Compound 7
18
m/e 136 136/13 10.46 0.4613 6 C10H16
Compound 7 A comparison of two EIMS spectra
obtained from different instruments and different
samples
19
C10H16
Compound 7

20
C10H16
Compound 7
21

Empirical Rules for Dienes (p ?
p) Homoannular(cisoid) Heteroannular
(transoid) Parent ? 253 nm
? 214 nm Increments for double bond
extension 30 30 alkyl subst or ring
5 5 exocyclic double bond 5 5 Alkenes ethyle
ne ? 175 nm
? 253 10 10 273 nm
22
Compound 8
m/e 108 108/13 8.3077 0.307713 4 C8H12
23

Compound 8

24
Compound 8
d t
d
25
Compound 8
area 2244 left to right
26
P m/e 108 m/e 80 P-28
27
1H NMR no signal 13C NMR 4 vinyl carbons
28


29
282/13 21.692 0.69213 9 C21H30 C18H31Cl
C15H32Cl2 C12H33Cl3 C9H34Cl4 C6H35Cl5 C6
Cl6 35Cl 0.76 37Cl 0.24 1
1 1 n 1 1 2 1 n 2
1 3 3 1 n
3 1 4 6 4 1 n 4 1 5
10 10 5
1 n 5 1 6 15 20 15 6 1 n 6 n 5
(0.76)5 0.254 5(0.76)4(0.24) 0.40
100 157 n 6 (0.76)6 0.193
6(0.76)5(0.24) 0.365 100 189
30
Compound 9
P-28
146/13 11.23 0.23 13 3 C11H14
31

Compound 9
C11H14 C10H10O
32
Compound 9
2 1
C10H10O C9H6O2
33
Compound 9
160.63 S 153.99 S 143.48 D 131.79
D 127.95 D 124.43 D 118.81 S 116.70
D 116.56 D
C9H6O2
34
Compound 10
136/13 10.462 0.46213 6 C10H16
35
Compound 10

Neat liquid
36
Compound 10
C10H16 C9H12O
CCl4 solution
37
Compound 10

Area 1223 C9H12O C8H8O2
38
190.70 D 164.63 S 131.93 D 129.97 S 114.33 D
55.53 Q
C8H8O2
39
Compound 11
112/13 8.615 0.61513 8 C8H16
40
Compound 11
C8H16
Degrees of unsaturation 1
41
Area 323 C8H16
42
147.28 S 126.63 D 123.24 D 122.62 D 23.25
T 16.03 Q
C8H16
C7H12O C6H8O2
Exact mass 112.0347 Exact mass of C6H8O2
112.0524