How could IR spectroscopy be used to distinguish between the following pair of compounds? CH3OCH2CH3 and CH3CH2CH2OH

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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How could IR spectroscopy be used to distinguish between the following pair of compounds?

  1. CH3OCH2CH3 and CH3CH2CH2OH
  2. CH2=CHCH2CH(CH3)2 and CH3CH2CH2CH(CH3)2
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