The pKa of protonated acetone is about -7.5 and the pKa of protonated hydroxylamine is 6.0.
a. In its reaction with hydroxylamine at pH = 4.5 (Figure 18.2), what fraction of acetone will be present in its acidic, protonated form?
b. In its reaction with hydroxylamine at pH = 1.5, what fraction of acetone will be present in its acidic, protonated form?
c. In its reaction with acetone at pH = 1.5 (Figure 18.2), what fraction of hydroxylamine will be present in its reactive basic form?
Figure 18.2
Dependence of the rate of the reaction of acetone with hydroxylamine on the pH of the reaction mixture.

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1.5 0.5 1 2 3 4 5 6 7 pH