Chapter 16.8, Problem 30P

The pK_a of protonated acetone is about –7.5. and the pK_a of protonated hydroxylamine is 6.0.

1. a. In a reaction with hydroxylamine at p H 4.5 (Figure 16.2), what fraction of acetone is present in its acidic, protonated form? (Hint: See Section 2.10.)
2. b. In a reaction with hydroxylamine at pH 1.5, what traction of acetone is present in its acidic, protonated form?
3. c. In a reaction with acetone at pH 1.5 (Figure 16.2), what fraction of hydroxylamine is present in its reactive basic form?