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Answers:

Molecule Number of
signals
Proton
groups
Expected chemical shift
d [ppm]
A) CH3-CO-CH3 1 CH3-CO 1,7 ... 2,7
B) Br2=CH2 1 >C=CH3 4,3 ... 5,3
C) (CH3)2-CH-O-CH(CH3)2 2 -CH3 0,6 ... 1,9
>CH-O- 2,5 ... 5,3
D) CH3-CH2-CHO 3 -CH3 0,6 ... 1,9
-CH2-CO 1,9 ... 3,2
-CHO 9,1 ... 10
E) Formel E 2 C6H3-CH3 2,0 ... 2,8
C6H3-(CH3)3 2,5 ... 5,3

Did you have a problem with the number of signals expected? Go back to page 8 before you continue!

Before you move on to the next set of problems, you should try to do one more problem. This one is a bit more complex and will give you a chance to apply what you have learned about the number of lines in a spectrum and their expected chemical shifts in the previous excercises.

The NMR-spectrum of a compound with the formula C4H8O exhibits NMR signals at
d = 1.1ppm d = 2.4ppm d = 9.9ppm
Which of the following isomers would give rise to this spectrum?
Assign the signals! (Click on your answer!)
A) B) C)
Answer A Answer B Answer C
D) E)
Answer D Answer E