Consider the structure of N,N-dimethylformamide (DMF): We might expect the two methyl groups to be equivalent; however,

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Consider the structure of N,N-dimethylformamide (DMF):

CHз N. Н CHз


We might expect the two methyl groups to be equivalent; however, both the proton and carbon NMR spectra of DMF show two separate signals for the methyl groups. Propose an explanation for the nonequivalence of the methyl groups. Would you expect the signals to collapse into one signal at high temperature?

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Organic Chemistry

ISBN: 978-0470917800

1st edition

Authors: David R. Klein

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