The proton NMR spectrum of 2-pyridone gives the chemical

Chapter 10, Problem 18P

(choose chapter or problem)

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  and .
(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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