b. CyHyBr 200 175 150 125 100 75 50 25 8 (ppm) frequemey c. CHy0 212 200 180 160 120 100 20 8 (ppm) frequency

Chemistry for Engineering Students
3rd Edition
ISBN:9781285199023
Author:Lawrence S. Brown, Tom Holme
Publisher:Lawrence S. Brown, Tom Holme
Chapter5: Gases
Section: Chapter Questions
Problem 5.23PAE
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Question

Identify each compound below from its molecular formula and its 13C NMR spectrum.

b. CyHyBr
200
175
150
125
100
75
50
25
8 (ppm)
frequemey
c. CHy0
212
200
180
160
120
100
20
8 (ppm)
frequency
Transcribed Image Text:b. CyHyBr 200 175 150 125 100 75 50 25 8 (ppm) frequemey c. CHy0 212 200 180 160 120 100 20 8 (ppm) frequency
Expert Solution
Step 1

The following rules should be followed to deduce the structure of unknown compound from the 13-C NMR data.

1) Check the number of signals in the spectrum which gives information regarding number of non-equivalent carbons in the molecule.

2) Identify the easily predictable signals in the spectrum, from which derive the possible fragments.

3) Subtract the chemical formula of all the derived fragments from the given molecular formula to know the remaining fragment.

4) At last, assemble all the fragments to get the structure of molecule which satisfies the given data.

 

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