A student obtains an IR spectrum with an intense, broad absorption at about 3350 cm-1. The student claims that the sample is an alcohol, but the professor says that the absorption is there because the sample is contaminated with water. What peak(s) could be looked for to show that the sample is indeed an alcohol? Which functional groups would make it difficult to use this strategy?

Principles of Modern Chemistry
8th Edition
ISBN:9781305079113
Author:David W. Oxtoby, H. Pat Gillis, Laurie J. Butler
Publisher:David W. Oxtoby, H. Pat Gillis, Laurie J. Butler
Chapter20: Molecular Spectroscopy And Photochemistry
Section: Chapter Questions
Problem 32P
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Organic Chemistry: IR spectroscopy 

A student obtains an IR spectrum with an intense, broad absorption at about 3350 cm-1. The student claims that the sample is an alcohol, but the professor says that the absorption is there because the sample is contaminated with water. What peak(s) could be looked for to show that the sample is indeed an alcohol? Which functional groups would make it difficult to use this strategy?

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