Indicate whether a protonated amine (RN⁺H₃) with a pKa value of 9 has more charged or more neutral molecules in a solution with the pH values given in Problem 41.
1. pH = 1
2. pH = 3
3. pH = 5
4. pH = 7
5. pH = 10
6. pH = 13

For each of the following compounds (here shown in their acidic forms), write the form that ­predominates in a solution with a pH = 5.5:

i. HON⁺H₃ (pK_a = 6.0)

Calculate K_eq for the following acid–base reaction.

For each of the following compounds (here shown in their acidic forms), write the form that ­predominates in a solution with a pH = 5.5:

g. HNO₂ (pK_a = 3.4)

h. HNO₃ (pK_a = −1.3)

As long as the pH is not less than ___________, at least 50% of a protonated amine with a pK_a value of 10.4 will be in its neutral, nonprotonated form.

For each of the following compounds, indicate the pH at which

a. 50% of the compound is in a form that possesses a charge.

1. CH₃CH₂COOH (pK_a = 4.9)

2. CH₃N⁺H₃ (pK_a = 10.7)

For each of the following compounds, draw the form that predominates at pH = 3, pH = 6, pH = 10, and pH = 14:

a. CH₃COOH (pK_a = 4.8)

For each of the following compounds (here shown in their acidic forms), write the form that ­predominates in a solution with a pH = 5.5:

e. ⁺NH4 (pK_a = 9.4)

f. HC≡N (pK_a = 9.1)

Indicate whether an alcohol (ROH) with a pK_a value of 15 has more charged or more neutral molecules in a solution with the pH values given in Problem 41.

1. pH = 1

2. pH = 3

3. pH = 5