How would you distinguish between the following pair of compounds using TH NMR s

Question

How would you distinguish between the following pair of compounds using TH NMR spectroscopy? Choose the correct answer CHa O The amide would show two resonances, one between 9 and 10 ppm for the aldehyde H and one between 1.5 and 3 ppm. The amine would show three resonances, one would be a singlet for the N-H hydrogen, and the CH2 and CH3 hydrogens would be a quartet and triplet, respectively The amide would show two resonances, both of which would be singlets. The amine would show three resonances, all of which would be singlets The amide would sho o resonances, both below 3 ppm. The amine would show three resonances one ang g ron15pmforhe dogen and icutmen for the CH2 and CH3 hydrogens O O The amide would show two resonances, both between 9 and 10 ppm. The amine would show three resonances, one ranging from -1-5 ppm for the N-H hydrogen, and two between 1 and 3 for the CH2 and CH3 hydrogens O

Explanation / Answer

Option A is correct

Since amide shows three signlets corresponding to one for aldehyde CH and two for two methyl groups.

Methyl groups are different due to double bond character of C=N (due to resonance-). It can also be explained by NOE (Nuclear overhouse effect).

While amine gives three signals corresponding to CH3, CH2, & NH protons.

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