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Test Bank for Organic Chemistry Mechanistic Patterns 1st Edition by Ghis William Ogilvie, Nathan Ackroyd, Scott Browning
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Organic Chemistry Mechanistic Patterns, 2nd Edition by Ogilvie, Ackroyd, Verified Chapters 1 - 20, Complete Newest Version
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Organic Chemistry Mechanistic Patterns, 2nd Edition by Ogilvie, Ackroyd, Verified Chapters 1 - 20, Complete Newest Version
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CHEM 2120 W21Part 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
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