structures
.pdfProblem 83
|
|
IR Spectrum |
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|||||
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
||||||
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
||||||
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
||||||
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
||||||
|
|
(liquidfilm) |
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
||
|
|
|
|
|
|
|
|
|
|
1600 |
|
|
|
|
|
|
|
||||
4000 |
|
|
3000 |
|
|
2000 |
1200 |
|
|
800 |
|
|
|
||||||||
|
|
|
|
|
|
|
|
|
V (ern") |
|
|
|
|
|
|
|
|
|
|
||
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
||||
100 |
|
|
|
75 |
|
|
|
|
|
|
|
Mass Spectrum |
|
||||||||
80 |
"" |
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|||
|
|
'"a. |
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
60 |
'" |
|
39 |
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
No significant UV |
||
!Il |
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
||||
|
|
'" |
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
absorption above 220 nm |
40 |
.'"0 |
|
|
|
77 |
|
|
M+' |
|
|
|
|
|
|
|
|
|
|
|
||
'15 |
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|||
|
|
<f!. |
|
|
|
, |
II, 110/112/114 |
|
|
|
|
|
|
|
|
|
|
|
|
||
20 |
|
|
|
I, I" |
|
|
|
|
C |
|
|
|
|
|
|
|
|||||
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
||||
|
|
1,1 |
n |
|
|
|
|
|
|
|
|
3 |
H |
4CI 2 |
|
||||||
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|||||
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
||
|
|
|
40 |
80 |
|
120 |
160 |
200 |
240 |
280 |
|
|
|
m/e
13C NMR Spectrum
(50,0 MHz, CDC'3solution)
proton coupled
solvent
200 160 120 80 40 o 0 (ppm)
1H NMRSpectrum
(200 MHz, CDCI3 solution)
|
|
|
|
|
|
expansion |
|
|
|
1,.-- |
|
|
expansion |
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|||
|
|
|
|
|
|
with resolution |
|
|
|
|
|
|
with resolution |
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|||
|
|
|
|
|
|
enhancement |
|
|
|
|
|
|
enhancement |
|
|
|
|
|
|
- |
|
. |
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|||
|
|
|
I |
|
V- |
|
|
|
I |
|
I |
|
|
|
|||
|
|
|
|
|
|
|
|
|
|
|
4,2 |
4,0 ppm |
|
|
|
||
|
|
I |
|
I |
|
|
|
|
|
|
|
|
|||||
|
|
5,8 |
5.4 |
ppm |
|
|
|
|
|
|
|
|
TMS |
||||
|
|
|
|
|
|
|
|
|
|
||||||||
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|||
|
|
|
|
|
|
|
|
|
|
|
|
|
|
||||
10 |
9 |
8 |
7 |
6 |
5 |
4 |
3 |
2 |
1 |
|
o |
||||||
|
|
|
|
|
|
|
|
|
|
|
|
|
|
o(ppm) |
172
Problem 87
2248
IR Spectrum
(liquid film)
4000 |
|
|
|
|
3000 |
2000 |
1600 |
1200 |
800 |
|
|
|
|
|
|
|
|||
|
|
|
|
|
|
|
|
|
V (crn'") |
|
|
|
|
|
|
|
|
|
|
100 |
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
||
|
|
|
|
43 |
|
|
|
Mass Spectrum |
|
|
|
|
|
|
|
||||
|
|
|
|
|
|
|
|
|
|
|
|
|
|
||||||
80 |
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|||
|
|
41 |
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|||
60 |
|
|
|
|
|
|
|
|
|
|
|
|
|
No significant UV |
|
||||
40 |
|
|
|
|
|
|
|
|
|
|
|
|
absorption above 220 nm |
|
|||||
|
|
|
|
|
|
|
|
|
|
|
|
|
|||||||
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
||
20 |
|
|
|
|
|
M+"= 83 « |
1%) |
|
|
|
|
|
|
|
|
|
|
||
|
|
|
|
|
68 |
|
|
|
|
|
|
|
|
|
|
|
|
||
|
|
|
|
|
II |
|
.j j |
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
40 |
80 |
120 |
160 |
200 |
240 |
280 |
|
|
|
|
|
|
|
||
|
|
|
|
|
|
|
|
|
role |
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
I |
|
|
I |
I |
I |
J |
I |
I |
I |
I |
I |
|
|
I |
I |
I |
|
|
13C NMR Spectrum |
|
|
|
|
|
|
|
|
|
|
|
|
||||||
|
|
|
|
|
|
|
|
|
|
|
|
|
|||||||
|
(125 MHz, CDCI 3 solution) |
|
|
|
|
|
|
|
|
|
|
|
|
||||||
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
solvent m |
J |
|
proton decoupled |
|
|
l |
--''- |
_ |
______________J-- |
|||||
I I I |
I |
I I I |
I I |
I I |
I |
200 |
160 |
120 |
80 |
40 |
o 0 (ppm) |
|
|
|
|
|
|
1H NMR Spectrum |
|
|
|
|
TMS |
(100 MHz, CDCI3 solution) |
|
|
|
|
|
|
|
|
|
|
|
expansions at 400 MHz |
|
|
|
|
20Hz |
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|||
|
|
|
|
|
|
|
|
|
|
|
|
|
|||
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
JL |
|
|
|
|
|
J |
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
||
|
|
|
|
|
|
|
|
|
|
|
|
|
|
||
|
|
|
|
|
|
|
|
|
|
|
|
||||
|
I |
|
|
I |
|
|
|
I |
|
|
|
|
|
|
|
|
2.26 |
|
2.03 |
|
1.07 |
|
|
|
|
|
|
||||
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
||
10 |
9 |
8 |
7 |
|
6 |
5 |
|
|
4 |
3 |
2 |
1 |
0 |
||
|
|
|
|
|
|
|
|
|
|
|
|
|
|
o(ppm) |
176