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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
10

44913 08 p381-425 - Georgia Institute of Technologyww2.chemistry.gatech.edu/~collard/SpecID/additional problems notes4.pdf · 13C/DEPT 1H NMR MASS IR % of Base Peak m/z 40 50 60 70

Oct 18, 2019

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Page 1: 44913 08 p381-425 - Georgia Institute of Technologyww2.chemistry.gatech.edu/~collard/SpecID/additional problems notes4.pdf · 13C/DEPT 1H NMR MASS IR % of Base Peak m/z 40 50 60 70

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 - Georgia Institute of Technologyww2.chemistry.gatech.edu/~collard/SpecID/additional problems notes4.pdf · 13C/DEPT 1H NMR MASS IR % of Base Peak m/z 40 50 60 70

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 - Georgia Institute of Technologyww2.chemistry.gatech.edu/~collard/SpecID/additional problems notes4.pdf · 13C/DEPT 1H NMR MASS IR % of Base Peak m/z 40 50 60 70

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 - Georgia Institute of Technologyww2.chemistry.gatech.edu/~collard/SpecID/additional problems notes4.pdf · 13C/DEPT 1H NMR MASS IR % of Base Peak m/z 40 50 60 70

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 - Georgia Institute of Technologyww2.chemistry.gatech.edu/~collard/SpecID/additional problems notes4.pdf · 13C/DEPT 1H NMR MASS IR % of Base Peak m/z 40 50 60 70

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 - Georgia Institute of Technologyww2.chemistry.gatech.edu/~collard/SpecID/additional problems notes4.pdf · 13C/DEPT 1H NMR MASS IR % of Base Peak m/z 40 50 60 70

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 - Georgia Institute of Technologyww2.chemistry.gatech.edu/~collard/SpecID/additional problems notes4.pdf · 13C/DEPT 1H NMR MASS IR % of Base Peak m/z 40 50 60 70

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 - Georgia Institute of Technologyww2.chemistry.gatech.edu/~collard/SpecID/additional problems notes4.pdf · 13C/DEPT 1H NMR MASS IR % of Base Peak m/z 40 50 60 70

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 - Georgia Institute of Technologyww2.chemistry.gatech.edu/~collard/SpecID/additional problems notes4.pdf · 13C/DEPT 1H NMR MASS IR % of Base Peak m/z 40 50 60 70

3.49

3.82

3.85

3.88

5.96

5.89

0.28

0.95

Page 10: 44913 08 p381-425 - Georgia Institute of Technologyww2.chemistry.gatech.edu/~collard/SpecID/additional problems notes4.pdf · 13C/DEPT 1H NMR MASS IR % of Base Peak m/z 40 50 60 70

1.54

1.59

1.61

3.26