NMR Tutorial UOIT

CHEM 2120 W21




Part 1: NMR – Chemical Shifts and Equivalent C/H
Determine how many different signals will be observed in the 1H-NMR and 13C-NMR for each of the
following compounds (identify and indicate which nuclei are equivalent and which are not). [10 marks]

Use the drop-down menus to answer this question. Below is a sample of how you should answer the
question.

Sample molecule: CH3CH2CH3
Number of 13C NMR peaks: 2
Number of 1H NMR peaks: 3

Molecular Component CH3 CH2 CH3
Equivalent Nuclei in 13C NMR a b a
Equivalent Nuclei in 1H NMR a b a

a) CH3CH2OH
Number of 13C NMR peaks: 2
Number of 1H NMR peaks: 3
Molecular Component CH3 CH2 OH
Equivalent Nuclei in 13C NMR a b N/A
Equivalent Nuclei in 1H NMR a b c

b) CH3CH2CH2CH2CH2CH3
Number of 13C NMR peaks: 3
Number of 1H NMR peaks: 3
Molecular Component CH3 CH2 CH2 CH2 CH2 CH3
Equivalent Nuclei in 13C a b c c b a
NMR
Equivalent Nuclei in 1H a b c c b a
NMR

c) 2,2-dimethylpropane
1

4

2

3
Number of 13C NMR peaks: 3
Number of 1H NMR peaks: 2
Molecular Component CH3 (1) CH3(2) CH3(3) CH3(4) C
Equivalent Nuclei in 13C NMR a a a a b
13
Equivalent Nuclei in HNMR a a a a N/A

, CHEM 2120 W21


d) 2-methyl-1,3,5-trinitrobenzene (TNT)


2 3
1 4

6
5



Number of 13C NMR peaks: 5
Number of 1H NMR peaks: 3
Molecular Component CH3 C (1) C (2) CH2 (3) C (4) CH3 (5) C (6)
Equivalent Nuclei in 13C NMR a b c d e d c
Equivalent Nuclei in 1H NMR a N/A N/A b N/A c N/A

e) 1,4-dichloro-2,5-diethyl-benzene

1 2 4
3 5

10 6
7 8
9

Number of 13C NMR peaks: 5
Number of 1H NMR peaks: 3
Molecular CH3 (1) CH2 (2) C (3) CH2 (4) C (5) C (6) CH2 (7) CH3 (8) CH2 (9) C (10)
Component
Equivalent a b c d e c b a d e
13
Nuclei in C
NMR
Equivalent a b N/A c N/A N/A b a c N/A
Nuclei in 1H
NMR




Part 2: NMR – Splitting and Integration