structures
.pdfProblem 9
3458
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IR Spectrum |
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Mass Spectrum |
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80-'" to
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No significant UV |
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to |
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40 |
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absorption above 220 nm |
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M+'=118 « |
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m/e |
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13C NMR Spectrum |
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(100.0 MHz, CDCI3 solution) |
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proton decoupled |
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sOIV~.1 |
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S (ppm) |
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1H NMR Spectrum |
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(200 MHz, CDCI3 solution) |
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,;,' |
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Exchanges with |
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°2° |
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s," |
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t~ |
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S- |
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TMS |
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s (ppm) |
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98
Problem 10
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IR Spectrum |
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1693 |
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100 |
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56 |
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M+'= 112 |
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Mass Spectrum |
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80 |
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0'"- |
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Q) |
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60 |
Q) |
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No significant UV |
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VI |
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absorption above 220 nm |
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40 |
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0~ |
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I, |
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m/e
13e NMR Spectrum
(100.0 MHz, CDCI 3 solution)
proton decoupled
solvent
200 160 120 80 40 o 0 (ppm)
1H NMR Spectrum
(400 MHz, CDCI 3 solution)
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TMS |
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o(ppm) |
99
Problem 11
IR Spectrum |
1738 |
(liquid film) |
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V (crn") |
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Mass Spectrum |
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M+'= 84 |
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o, |
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No significant UV |
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absorption above 220 nm |
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m/e |
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13C NMR Spectrum |
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n |
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proton decoupled |
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solvent |
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1H NMR Spectrum |
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expansion |
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2.2 |
1.8 PPM |
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o(ppm) |
100
Problem 12
IR Spectrum
(Ijquidfilm)
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0.0 |
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Mass Spectrum |
0.5 |
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M+"= 156 |
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0. |
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UV spectrum |
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III |
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1.0 |
'" |
5.00 mg 110 mls |
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'0 |
29 |
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contains a haloQen |
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path length: 0.50 cm |
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<t- |
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solvent: cyclohexane |
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1.5 |
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role |
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A(nm) |
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13C NMR Spectrum |
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No TMS in |
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(50.0 MHz, CDCI3 solution) |
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~'~PI' |
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solvent |
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proton coupled |
i |
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proton decoupled
III
L
200 |
160 |
120 |
80 |
40 |
0 o(ppm) |
1H NMR Spectrum
(200 MHz, CDCI3 solution)
10 |
9 |
8 |
7 |
6 |
5 |
4 |
3 |
2 |
1 |
o |
8 (ppm)
Problem 13
2989
IR Spectrum |
689 |
(liquid film) |
4000 |
|
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3000 |
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2000 |
1600 |
1200 |
800 |
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V (cm'") |
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100 |
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63 |
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Mass Spectrum |
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No significant UV |
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absorption above 220 nm |
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I.. |
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C2 H4C I2 |
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(50.0 MHz, CDCI3 solution) |
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f t ... 1IIIf'-...... 'J t |
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proton decoupled |
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200 |
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160 |
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120 |
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80 |
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40 |
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0 " (ppm) |
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1H NMR Spectrum
(200 MHz, CDCJ3 solution)
~ |
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L expansions |
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, |
, |
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,- |
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6.0 |
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2.2 |
2.0 ppm |
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TMS |
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9 |
8 |
7 |
6 |
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5 |
4 |
3 |
2 |
1 |
0 |
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s (ppm) |
102
Problem 14
IR Spectrum
(liquid film)
3354
4000 |
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|
3000 |
|
2000 |
1600 |
1200 |
800 |
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V (ern") |
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100 |
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45 |
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Mass Spectrum |
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80 |
C1l |
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60 |
0- |
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absorption above 220 nm |
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40 |
.0 |
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?ft.-. |
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M+'=60 « |
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20 |
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40 |
80 |
120 |
160 |
200 |
240 |
280 |
|
m/e
solvent
proton decoupled
•
200 |
160 |
120 |
80 |
40 |
o 0 (ppm) |
1H NMR Spectrum
(200 MHz. CDCI 3 solution)
|
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expansions |
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4.5 |
4.0 |
ppm |
1.5 |
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ppm |
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10 |
9 |
8 |
7 |
6 |
5 |
4 |
3 |
2 |
1 |
o |
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o(ppm) |
103
~[
IR Spectrum
(liquid film)
I I
1\ Problem 15
~Ir>. " 0 ('r
I
4000 |
|
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3000 |
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2000 |
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1600 |
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1200 |
600 |
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V (cm" ) |
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100 |
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43 |
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Mass Spectrum |
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80 |
.>< |
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absorption above 220 nm |
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122/124 |
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80 |
120 |
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160 |
200 |
240 |
260 |
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r |
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13C NMR Spectrum |
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(50.0 MHz, CDCI3 solution) |
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DEPT |
CH2 , |
CH3t |
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proton decoupled |
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solvent |
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200 |
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160 |
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120 |
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80 |
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40 |
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0 s (ppm) |
|
1H NMR Spectrum
(200 MHz, CDCI3 solution)
|
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expansions |
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4.6 |
4.0 |
ppm |
2.0 |
1.4 |
ppm |
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10 |
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9 |
8 |
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7 |
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6 |
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5 |
4 |
3 |
2 |
1 |
0 |
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s (ppm) |
104
Problem 16
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IR Spectrum |
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776 |
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(liquid |
film) |
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2960 |
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650 |
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4000 |
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3000 |
2000 |
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1600 |
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1200 |
800 |
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||||||||||||
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V (ern") |
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100 |
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55 |
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Mass Spectrum |
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||||||||
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80 |
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~ |
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CD |
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a. |
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No significant UV |
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60 |
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5l |
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co |
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.0 |
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M+" |
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absorption above 220 nm |
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401 |
-'0 |
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126/128/130 < 1% |
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~ |
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201 |
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40 |
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80 |
120 |
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160 |
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240 |
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m/e |
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I |
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I |
I |
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I |
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I |
I |
I |
r |
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13CNMR Spectrum |
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(50.0 MHz, CDCI 3 solution) |
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I |
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H-C-H |
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I |
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proton decoupled |
solvent |
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• |
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I |
I |
I |
I |
I |
I |
I |
I |
I |
I |
I |
I |
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200 |
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160 |
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120 |
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80 |
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40 |
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o 8 (ppm) |
1H NMR Spectrum
(200 MHz, CDCI 3 solution)
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expansions |
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TMS |
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I |
ppm |
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ppm |
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10 9 8 7 6 5 4 3 2 1 o
8 (ppm)
105
Problem 17
763
IR Spectrum
(liquid film)
4000 |
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3000 |
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2000 |
1600 |
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1200 |
800 |
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V (ern") |
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100 |
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41 |
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Mass Spectrum |
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80 |
-" |
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<ll |
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Ql |
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60 |
o, |
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121/123 |
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No significant UV |
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Ql |
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III |
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M+"= 200/202/204 |
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<ll |
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absorption above 220 nm |
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40 |
.0 |
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'0 |
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~ |
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20 |
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". |
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II IJ |
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40 |
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120 |
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240 |
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m/e |
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I |
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I |
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I |
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I |
I |
I |
I |
I |
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I |
I |
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13C NMR Spectrum |
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(100.0 MHz, CDCI3 solution) |
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DEPT |
CH2~ |
CH3t |
CHt |
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solvent |
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proton decoupled |
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~ |
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I |
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I |
I |
I |
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I |
I |
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Problem 18
IR Spectrum |
|
766 |
(liquid film) |
2960 |
650 |
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4000 |
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3000 |
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2000 |
1600 |
1200 |
800 |
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V (cm'") |
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100 |
- |
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41 |
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Mass Spectrum |
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80 |
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~ |
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Ql |
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60 |
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c- |
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No significant UV |
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3l |
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77 |
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<0 |
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absorption above 220 nm |
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40 |
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.c |
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M+- |
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'0 |
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20 |
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'#.. |
j |
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79 |
156/158/160 |
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107/109 |
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III |
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C3H6BrCI |
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,11 |
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II |
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40 |
80 |
120 |
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160 |
200 |
240 |
280 |
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m/e |
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I |
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I |
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I |
I |
I |
I |
I |
I |
I |
I |
I |
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13C NMR Spectrum |
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I |
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H-C-H |
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(50.0 MHz, CDCI 3 solution) |
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I |
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I |
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I |
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H-C-H |
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H-C-H |
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I |
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I |
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/ |
solvent |
|
proton decoupled |
~. |
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I |
I |
I |
I |
I |
I |
I |
I |
I |
I |
I |
I |
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200 |
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160 |
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120 |
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80 |
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40 |
|
0 o(ppm) |
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1H NMR Spectrum |
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(200 MHz, CDCI 3 solution) |
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expansions |
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TMS |
||
-, r , |
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--------' |
|
L |
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||||
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|||||||
, |
, , I |
, , , |
, |
, |
I |
, |
, , |
, I |
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4.0 |
3.5 |
|
ppm |
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2.5 |
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2.0 ppm |
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10 |
9 |
8 |
7 |
6 |
5 |
4 |
3 |
2 |
1 |
o |
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o(ppm) |
107