The 13 C-NMR spectrum shown is that of a compound with formula C4H6O2. This compound has an IR absorption at 1715 cm-1. Propose a structure. 200 180 160 140 120 100 80 60 40 20 0 ppm CDS-12-199 Spectra images are reproduced by permission from Sigma-Aldrich and the National Institute of Advanced Industrial Science and Technology (SDBSWeb: http://riodb01.ibase.aist.go.jp/sdbs/, 8/26/05, 2/7/09, 2/13/09, 3/10/09). • You do not have to consider stereochemistry. You do not have to explicitly draw H atoms. Do not include lone pairs in your answer. They will not be considered in the grading. • In cases where there is more than one answer, just draw one.

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Chapter1: Chemical Foundations
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The 13 C-NMR spectrum shown is that of a compound with formula C4H6O2.
This compound has an IR absorption at 1715 cm-1.
Propose a structure.
200
180
160
140
120
100
80
60
40
20
0
ppm
CDS-12-199
Spectra images are reproduced by permission from Sigma-Aldrich and the National
Institute of Advanced Industrial Science and Technology (SDBSWeb:
http://riodb01.ibase.aist.go.jp/sdbs/, 8/26/05, 2/7/09, 2/13/09, 3/10/09).
•
You do not have to consider stereochemistry.
You do not have to explicitly draw H atoms.
Do not include lone pairs in your answer. They will not be
considered in the grading.
• In cases where there is more than one answer, just draw one.
Transcribed Image Text:The 13 C-NMR spectrum shown is that of a compound with formula C4H6O2. This compound has an IR absorption at 1715 cm-1. Propose a structure. 200 180 160 140 120 100 80 60 40 20 0 ppm CDS-12-199 Spectra images are reproduced by permission from Sigma-Aldrich and the National Institute of Advanced Industrial Science and Technology (SDBSWeb: http://riodb01.ibase.aist.go.jp/sdbs/, 8/26/05, 2/7/09, 2/13/09, 3/10/09). • You do not have to consider stereochemistry. You do not have to explicitly draw H atoms. Do not include lone pairs in your answer. They will not be considered in the grading. • In cases where there is more than one answer, just draw one.
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