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Spectroscopy Problems

31

Copyright © 2017 Pearson Education, Inc.

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55.

D.J., an undergraduate researcher, was asked to obtain a

1

H NMR spectrum for a sample of

cis

-1,

3-dibromocyclobutane and explain the results to his fellow group members. D.J. predicted that he would see

two distinct signals in the

1

H NMR spetrum: a 4H triplet and a 2H quintet. Below is the

1

H NMR spectrum

for his sample, which his advisor assured him was the correct spectrum for

cis

-1,3-dibromocyclobutane.

How did D.J. rationalize this spectrum to his research group?

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56.

D.J., now more experienced in

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H NMR interpretation, was asked to obtain a

1

H NMR spectrum for

a sample of cyclopropanol. He predicted that he would see three distinct signals in the

1

H NMR spectrum:

a 1H broad singlet, a 4H doublet, and a 1H quintet. Below is the

1

H NMR spectrum he obtained for his

sample. How does he interpret this spectrum for his group members?

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