Problem

The proton NMR spectrum of 2-pyridone gives the chemical shifts shown. (a)...

The proton NMR spectrum of 2-pyridone gives the chemical shifts shown.

(a) Is 2-pyridone aromatic? (b) Use resonance forms to explain your answer to (a). Also explain why the protons at and are more deshielded than the other two (c) Thymine is one of the heterocyclic bases found in DNA. Do you expect thymine to be aromatic? Explain. (d) The structure of 5-fluorouracil is shown in the box at the side of the page. Is 5-fluorouracil aromatic? Explain.

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