Answer Key Acidic Protons

Put each of the following in order of increasing acidity:

a.
O

pKa = 19
H

O
H

pKa = 25

pKa = 9
b.
O

pKa = 16-18

H
H

pKa = 60

pKa = 17

c.
O

pKa = 11

d.

O
O

e.

pKa = 4-5

f.
pKa = 19

pKa = 13

pKa = 17 H

pKa = 19

O
H

pKa = 9

O
H

pKa = 25

O
O

pKa = 19

pKa = 4-5

pKa = 4-5

pKa = 16-18

pKa = 25

g.

pKa = 16 H

pKa = 9 H
O

pKa = 19

pKa = 60