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2023 CHE3222/3622

SPECTROSCOPY TUTORIAL QUESTIONS

PREPARED

BY

DR SS MNYAKENI MOLEELE
CHE3222/3622 SPECTROSCOPY TUTORIAL QUESTIONS 2023

Question 1
Analyze the spectra and solve the structure of the molecule for which data is provided. The following
data is provided: IR (solution in CHCl3 in a 0.1 mm CaF2 cell); 500 MHz 1H NMR in CDCl3; 125.8
MHz 13C NMR, DEPT 90, and DEPT 135 in CDCl3. Molecular formula C12H18O2

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Question 2
Analyze the spectra and solve the structure of the molecule for which data is provided. The following
data is provided: IR (solution in CHCl3 in a 0.1 mm CaF2 cell); 500 MHz 1H NMR in CDCl3; 125.8
MHz 13C NMR, DEPT 90, and DEPT 135 in CDCl3. Molecular formula C5H4O3

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Question 3
Analyze the spectra and solve the structure of the molecule for which data is provided. The following
data is provided: IR (solution in CHCl3 in a 0.1 mm CaF2 cell); 500 MHz 1H NMR in CDCl3; 125.8
MHz 13C NMR, DEPT 90, and DEPT 135 in CDCl3. Molecular formula C8H9NO2

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Question 4
Analyze the spectra and solve the structure of the molecule for which data is provided. The following
data is provided: IR (solution in CHCl3 in a 0.1 mm CaF2 cell); 500 MHz 1H NMR in CDCl3; 125.8
MHz 13C NMR, DEPT 90, and DEPT 135 in CDCl3. Molecular formula C4H6O2

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Question 5
Analyze the spectra and solve the structure of the molecule for which data is provided. The following
data is provided: IR (solution in CHCl3 in a 0.1 mm CaF2 cell); 500 MHz 1H NMR in CDCl3; 125.8
MHz 13C NMR, DEPT 90, and DEPT 135 in CDCl3. Molecular formula C10H18O4

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Question 6
Analyze the spectra and solve the structure of the molecule for which data is provided. The following
data is provided: IR (solution in CHCl3 in a 0.1 mm CaF2 cell); 500 MHz 1H NMR in CDCl3; 125.8
MHz 13C NMR, DEPT 90, and DEPT 135 in CDCl3. Molecular formula C6H13N

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Question 7
Analyze the spectra and solve the structure of the molecule for which data is provided. The following
data is provided: IR (solution in CHCl3 in a 0.1 mm CaF2 cell); 500 MHz 1H NMR in CDCl3; 125.8
MHz 13C NMR, DEPT 90, and DEPT 135 in CDCl3. Molecular formula C12H9N

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Question 8
Analyze the spectra and solve the structure of the molecule for which data is provided. The following
data is provided: IR (solution in CHCl3 in a 0.1 mm CaF2 cell); 500 MHz 1H NMR in CDCl3; 125.8
MHz 13C NMR, DEPT 90, and DEPT 135 in CDCl3. Molecular formula C10H9NO

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Question 9
Analyze the spectra and solve the structure of the molecule for which data is provided. The following
data is provided: IR (solution in CHCl3 in a 0.1 mm CaF2 cell); 500 MHz 1H NMR in CDCl3; 125.8
MHz 13C NMR, DEPT 90, and DEPT 135 in CDCl3. Molecular formula C8H6O3

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Question 10
Analyze the spectra and solve the structure of the molecule for which data is provided. The following
data is provided: IR (solution in CHCl3 in a 0.1 mm CaF2 cell); 500 MHz 1H NMR in CDCl3; 125.8
MHz 13C NMR, DEPT 90, and DEPT 135 in CDCl3. Molecular formula C9H10O

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Question 11
Analyze the spectra and solve the structure of the molecule for which data is provided. The following
data is provided: IR (solution in CHCl3 in a 0.1 mm CaF2 cell); 500 MHz 1H NMR in CDCl3; 125.8
MHz 13C NMR, DEPT 90, and DEPT 135 in CDCl3. Molecular formula C8H8NOCl

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Question 12
Analyze the spectra and solve the structure of the molecule for which data is provided. The following
data is provided: IR (solution in CHCl3 in a 0.1 mm CaF2 cell); 500 MHz 1H NMR in CDCl3; 125.8
MHz 13C NMR, DEPT 90, and DEPT 135 in CDCl3. Molecular formula C11H10N2O3

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Question 13
Analyze the spectra and solve the structure of the molecule for which data is provided. The following
data is provided: IR (solution in CHCl3 in a 0.1 mm CaF2 cell); 400 MHz 1H NMR in CDCl3; 125.8
MHz 13C NMR and DEPT 135 in CDCl3. Molecular formula C9H8O

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Question 14
Analyze the spectra and solve the structure of the molecule for which data is provided. The following
data is provided: IR (solution in CHCl3 in a 0.1 mm CaF2 cell); 400 MHz 1H NMR in CDCl3; 125.8
MHz 13C NMR and DEPT 135 in CDCl3. Molecular formula C9H8O2

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Question 15
Analyze the spectra and solve the structure of the molecule for which data is provided. The following
data is provided: IR (solution in CHCl3 in a 0.1 mm CaF2 cell); 400 MHz 1H NMR in CDCl3; 125.8
MHz 13C NMR and DEPT 135 in CDCl3. Molecular formula C6H14

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Question 16
Analyze the spectra and solve the structure of the molecule for which data is provided. The following
data is provided: IR (solution in CHCl3 in a 0.1 mm CaF2 cell); 400 MHz 1H NMR in CDCl3; 125.8
MHz 13C NMR and DEPT 135 in CDCl3. Molecular formula C8H10O

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Question 17
Analyze the spectra and solve the structure of the molecule for which data is provided. The following
data is provided: IR (solution in CHCl3 in a 0.1 mm CaF2 cell); 400 MHz 1H NMR in CDCl3; 125.8
MHz 13C NMR and DEPT 135 in CDCl3. Molecular formula C9H8O

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Question 18
Analyze the spectra and solve the structure of the molecule for which data is provided. The following
data is provided: IR (solution in CHCl3 in a 0.1 mm CaF2 cell); 400 MHz 1H NMR in CDCl3; 125.8
MHz 13C NMR and DEPT 135 in CDCl3. Molecular formula C6H12O2

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Question 19

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Question 20

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Question 21

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Question 22

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Question 23

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Question 24

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QUESTION 25

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QUESTION 26

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QUESTION 27

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QUESTION 28

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QUESTION 29

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QUESTION 30

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QUESTION 31

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QUESTION 32

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QUESTION 33

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SPECTROSCOPY TABLES
FOR
ORGANIC CHEMISTRY

COMPILED
BY
DR SS MNYAKENI MOLEELE
FOR
UNIVERSITY OF VENDA
DEPARTMENT OF CHEMISTRY

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