Identify which isomer was present in the bottle B. OH ОН OH HO OH ОН

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Part B
Identify which isomer was present in the bottle B.
OH
OH
OH
HO
OH
ОН
Transcribed Image Text:Part B Identify which isomer was present in the bottle B. OH OH OH HO OH ОН
Two bottles labelled cis-cyclohexandiol were found in a
laboratory. Because of their differing melting points, the
bottles clearly contained two different cis-cyclohexandiol
isomers. To determine which isomer was in which bottle,
the chemist decided to run ¹3C NMR spectra on a
sample of each. The three possible products were as in
the figure. (Figure 1)
The two ¹³C NMR proton-decoupled spectra contained
the following data:
●
●
Figure
HO
spectrum of sample in bottle A: 20.20,
62.55
spectrum of sample in bottle B: 16.09,
29.52, 36.15, 63.08
OH
OH
OH
1 of 1
OH
OH
Part A
Identify which isomer was present in the bottle A.
OH
HO
OH
OH
OH
OH
Transcribed Image Text:Two bottles labelled cis-cyclohexandiol were found in a laboratory. Because of their differing melting points, the bottles clearly contained two different cis-cyclohexandiol isomers. To determine which isomer was in which bottle, the chemist decided to run ¹3C NMR spectra on a sample of each. The three possible products were as in the figure. (Figure 1) The two ¹³C NMR proton-decoupled spectra contained the following data: ● ● Figure HO spectrum of sample in bottle A: 20.20, 62.55 spectrum of sample in bottle B: 16.09, 29.52, 36.15, 63.08 OH OH OH 1 of 1 OH OH Part A Identify which isomer was present in the bottle A. OH HO OH OH OH OH
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