ACID pKa CONJUGATE BASE ACID pKa CONJUGATE BASE

(Strongest Acid) (Weakest Base) H H

H N H 9.4 H N
H C N H -12 H C N H
H
O O
HO S OH –9 HO S O OH 10.0 O
O O
O O
H I I
–9 C C
O OH 10.2 O O
O H O
C C O O
CH3 CH3 -7.2 CH3 CH3 N H N
O C 10.2 O C
H H H H
H Cl –7 Cl
S
O H O CH3CH2 H 10.5 CH3CH2 S

C C H H
CH3 OCH3 -4.6 OCH3
CH3 CH3 N H CH3 N
10.6
H H H
O O O O
CH3CH2 H –2.4 CH3CH2 H
C H C
CH3
15.0 CH3
H N N
O O H H
H H H H
–1.7 O
H H 15.7 H O
O O
N N O
O CH3CH2 H 17 CH3CH2 O
O OH –1.3 O

O O
O O
C H C
C C C 19 C
Cl3C OH 0.64 CH3 CH3
Cl3C O H H H H

H F F Cl
3.2 Cl
Cl C H 25 Cl C
O O Cl Cl
C C
OH O H C C H 26 H C C
4.2
H2 35 H
H H
H H
N H N
4.6 N 36 N
H H H H H

O O
C C H 41
CH3 OH 4.8 CH3 O
C C
H H
H H
N H 5.2 N

O 43
O H
C C H
HO O H H
HO OH 6.5 C C
C C 44
H H H H
H C N 9.1 C N H H
O O H C H 49 H C
O O
C C H H
C C
CH3 C CH3 9.2 CH3 C CH3
(Weakest Acid) (Strongest Base)
H H
H