44913 08 p381-425 · 2010. 11. 8. · Problem 8.21 3.5 3.0 2.5 2.0 1.5 1.0 ppm 200 180 160 140 120...

10
Problem 8.1 1.5 1.6 1.7 1.8 1.9 2.0 2.1 2.2 2.3 2.4 2.5 2.6 2.7 ppm 40 60 80 100 120 140 160 180 200 ppm MASS IR % of Base Peak m/z 110 100 90 80 70 60 50 40 50 100 41 55 68 84 97 112 4000 3000 2000 1000 Wavenumber (cm-1) 50 100 %Transmittance 856 941 1161 1342 1454 1701 2858 2927 13 C/DEPT NMR 75.5 MHz 1 H NMR 300 MHz STUDENT EXERCISES

Transcript of 44913 08 p381-425 · 2010. 11. 8. · Problem 8.21 3.5 3.0 2.5 2.0 1.5 1.0 ppm 200 180 160 140 120...

Page 1: 44913 08 p381-425 · 2010. 11. 8. · Problem 8.21 3.5 3.0 2.5 2.0 1.5 1.0 ppm 200 180 160 140 120 100 80 60 40 ppm 13C/DEPT 1H NMR MASS IR % of Base Peak m/z 150 50 100 187 159 50

Problem 8.1

1.51.61.71.81.92.02.12.22.32.42.52.62.7 ppm

406080100120140160180200 ppm

13C/DEPT

1H NMR

MASS

IR

% o

f B

ase

Peak

m/z110100908070605040

50

10041

5568

84

97

112

4000 3000 2000 1000Wavenumber (cm-1)

50

100

%T

rans

mit

tanc

e

856941

1161

13421454

1701

28582927

13C/DEPT NMR 75.5 MHz

1H NMR 300 MHz

44913_08_p381-425 11/23/04 3:29 PM Page 382

STUDENT EXERCISES

Page 2: 44913 08 p381-425 · 2010. 11. 8. · Problem 8.21 3.5 3.0 2.5 2.0 1.5 1.0 ppm 200 180 160 140 120 100 80 60 40 ppm 13C/DEPT 1H NMR MASS IR % of Base Peak m/z 150 50 100 187 159 50

Problem 8.14

1.52.02.53.03.54.04.55.05.56.0 ppm

406080100120140160180200 ppm

13C/DEPT

1H NMR

MASS

17401750 Hz

IR

640 Hz 290300 Hz560570 Hz

% o

f B

ase

Peak

m/z1401301201101009080706050

50

100

5467

82

95123

138

4000 3000 2000 1000Wavenumber (cm-1)

50

100

%T

rans

mit

tanc

e

525

903

1246

1381

1670

28702958

13C/DEPT NMR 75.5 MHz

1H NMR 300 MHz

44913_08_p381-425 11/23/04 3:30 PM Page 395

Page 3: 44913 08 p381-425 · 2010. 11. 8. · Problem 8.21 3.5 3.0 2.5 2.0 1.5 1.0 ppm 200 180 160 140 120 100 80 60 40 ppm 13C/DEPT 1H NMR MASS IR % of Base Peak m/z 150 50 100 187 159 50

Problem 8.21

1.01.52.02.53.03.5 ppm

406080100120140160180200 ppm

13C/DEPT

1H NMR

MASS

IR

% o

f B

ase

Peak

m/z150

50

100

187

159

15010050

50

100

x 20

15810385

57

43

4000 3000 2000 1000Wavenumber (cm-1)

50

100

%T

rans

mit

tanc

e

2962

17201651

1319

1149

1034

CI Reagent gas methane

m/z

13C/DEPT NMR 75.5 MHz

1H NMR 300 MHz

44913_08_p381-425 11/23/04 3:30 PM Page 402

Page 4: 44913 08 p381-425 · 2010. 11. 8. · Problem 8.21 3.5 3.0 2.5 2.0 1.5 1.0 ppm 200 180 160 140 120 100 80 60 40 ppm 13C/DEPT 1H NMR MASS IR % of Base Peak m/z 150 50 100 187 159 50

Chapter 8 Additional Problems 3

4.55.05.56.06.57.07.58.08.59.09.510.010.5 ppm

5060708090100110120130140150160170 ppm

MASS

46804700 Hz

IR

1H NMR 600 MHz

13C/DEPT NMR 600 MHz

4120 Hz41804200 Hz4460 Hz

% o

f B

ase

Peak

m/z

4000 3000 2000 1000Wavenumber (cm-1)

50

100

%T

rans

mit

tanc

e

702760

1092

12151304

1442

16161678

2954

3190

1501401301201101009080706050

50

100

5365

92120

152

3A

Page 5: 44913 08 p381-425 · 2010. 11. 8. · Problem 8.21 3.5 3.0 2.5 2.0 1.5 1.0 ppm 200 180 160 140 120 100 80 60 40 ppm 13C/DEPT 1H NMR MASS IR % of Base Peak m/z 150 50 100 187 159 50

Chapter 8 Additional Problems 5

2.02.53.03.54.04.55.05.56.06.57.0 ppm

2030405060708090100110120130140 ppm

MASS

IR

1H NMR 600 MHz

3660 Hz41204140 Hz11201140 Hz

38003820 Hz

13C/DEPT NMR 150.9 MHz

% o

f B

ase

Peak

m/z1601501401301201101009080706050

50

100

164

1491311211039177

6555

4000 3000 2000 1000Wavenumber (cm-1)

50

100

%T

rans

mitt

ance

3514

301629352850

159715121427

1265

1153

1034

856791

4A

Page 6: 44913 08 p381-425 · 2010. 11. 8. · Problem 8.21 3.5 3.0 2.5 2.0 1.5 1.0 ppm 200 180 160 140 120 100 80 60 40 ppm 13C/DEPT 1H NMR MASS IR % of Base Peak m/z 150 50 100 187 159 50

Chapter 8 Additional Problems 19

6.66.76.86.97.07.17.27.37.47.57.67.77.87.9 ppm

120125130135140145150155160165170175180185190195 ppm

MASS

IR

1H NMR 600 MHz

13C/DEPT NMR 600 MHz

129130 ppm

% o

f B

ase

Peak

m/z

4000 3000 2000 1000Wavenumber (cm-1)

70

80

90

100

%T

rans

mit

tanc

e

3286

16351597

1442

1281

1149

702

20015010050

50

100198

121

105937765

13C/DEPT NMR 150.9 MHz

9A

Page 7: 44913 08 p381-425 · 2010. 11. 8. · Problem 8.21 3.5 3.0 2.5 2.0 1.5 1.0 ppm 200 180 160 140 120 100 80 60 40 ppm 13C/DEPT 1H NMR MASS IR % of Base Peak m/z 150 50 100 187 159 50

1.54

1.59

1.61

3.49

3.82

3.85

4.03

4.06

6.71

6.77

6.78

6.79

6.82

7.26

Page 8: 44913 08 p381-425 · 2010. 11. 8. · Problem 8.21 3.5 3.0 2.5 2.0 1.5 1.0 ppm 200 180 160 140 120 100 80 60 40 ppm 13C/DEPT 1H NMR MASS IR % of Base Peak m/z 150 50 100 187 159 50

6.71

6.77

6.78

6.79

6.82

2.00

0.36

1.67

1.64

0.32

Page 9: 44913 08 p381-425 · 2010. 11. 8. · Problem 8.21 3.5 3.0 2.5 2.0 1.5 1.0 ppm 200 180 160 140 120 100 80 60 40 ppm 13C/DEPT 1H NMR MASS IR % of Base Peak m/z 150 50 100 187 159 50

3.49

3.82

3.85

3.88

5.96

5.89

0.28

0.95

Page 10: 44913 08 p381-425 · 2010. 11. 8. · Problem 8.21 3.5 3.0 2.5 2.0 1.5 1.0 ppm 200 180 160 140 120 100 80 60 40 ppm 13C/DEPT 1H NMR MASS IR % of Base Peak m/z 150 50 100 187 159 50

1.54

1.59

1.61

3.26


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