(a) Compound A, g-pyrone, is usually basic with a conjugate- acid pKa of 20.4. The pKa
Chapter 22, Problem 22.73(choose chapter or problem)
(a) Compound A, g-pyrone, is usually basic with a conjugate- acid pKa of 20.4. The pKa of the conjugate acid of compound B, in contrast, is about 23. Draw the structures of the conjugate acids of both molecules, and explain why A is more basic than B. (b) Tropone reacts with one equivalent of HBr to give a stable crystalline conjugate acid salt with a pKa of 20.6, which is considerably greater (that is, less negative) than the pKa values of most protonated a,b- unsaturated ketones. Give the structure of the conjugate acid of tropone, and explain why tropone is unusually basic.
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