An unknown compound of molecular formula C5H9NO gives the IR and NMR spectra shown here

Chapter 21, Problem 21-69

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An unknown compound of molecular formula \(C_5H_9NO\) gives the IR and NMR spectra shown here. The broad NMR peak at \(\delta 7.55\) disappears when the sample is shaken with \(D_2O\). Propose a structure, and show how it is consistent with the absorptions in the spectra.

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