Consider the structure of N,N-dimethylformamide (DMF): H N O CH3 CH3 We might expect the
Chapter 16, Problem 16.70(choose chapter or problem)
Consider the structure of N,N-dimethylformamide (DMF): H N O CH3 CH3 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? (Hint: You may want to turn to Section 2.12 and consider the hybridization state of the nitrogen atom.)
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