Why might the C=O absorption in 2-cyclohexen-1-one have shifted to a lower wavenumber? (Hint: compare 2-butanone and consider resonance for both)

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter12: Structure Determination: Mass Spectrometry And Infrared Spectroscopy
Section12.SE: Something Extra
Problem 29AP: Would you expect two diastereomers such as meso-2, 3-dibromobutane and (2R, 3R)-dibromobutane to...
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Why might the C=O absorption in 2-cyclohexen-1-one have shifted to a lower wavenumber? (Hint: compare 2-butanone and consider resonance for both) 

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