The 1H-NMR spectrum shown is that of a compound with formula C4H7CIO. This compound has an IR absorption at 1724 cm 1. Propose a structure.

Organic Chemistry
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ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter12: Structure Determination: Mass Spectrometry And Infrared Spectroscopy
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The 1H-NMR spectrum shown is that of a compound with formula CHCIO.
This compound has an IR absorption at 1724 cm 1. Propose a structure.
6
4
ppm
0
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).
(Note: Aldehyde protons (CHO) often show very small coupling constants
to adjacent hydrogens, so the splitting of aldehyde signals is not always
apparent.)
. You do not have to consider stereochemistry.
• In cases where there is more than one answer, just draw one.
Transcribed Image Text:The 1H-NMR spectrum shown is that of a compound with formula CHCIO. This compound has an IR absorption at 1724 cm 1. Propose a structure. 6 4 ppm 0 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). (Note: Aldehyde protons (CHO) often show very small coupling constants to adjacent hydrogens, so the splitting of aldehyde signals is not always apparent.) . You do not have to consider stereochemistry. • In cases where there is more than one answer, just draw one.
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