Compound pKa Compound pKa Compound pKa

O O
H I –10 2 to 5 H H 15.7
R C O H
H
O O
~ –10 N H 5.2 R H 16 to 18
R H
O O
H Br –9 6.4 ~ 17
HO C O H R C H

O H
H Cl –7 S 7.0 R C N ~ 17
H H
H
H H O
O H
~ –6 S 7.8 H 3C 19.2
H
R OH H
H O O O
O H
~ –6 ~9 R ~ 20
R R H
R R H H H
H H O
~ –3.5 N 9.2 H ~ 24.5
O H H RO
R R H
H H
O H
H O S O H –3.0 H C N 9.4 R C C N ~ 25
O H
O H
R S O H ~ –2.5 N ~ 10 R H ~ 25
R R
O R
H H H
O ~ –2.0 O 10.0 N 28
R H H
H O
O –1.7 10.2 H H 35
H H O C O H

O H H
O N O H –1.3 R C NO 2 ~ 10.3 N ~36
H R R
O H H
H O S O 2.0 N ~ 11 N 38
R H H H
O R
H H
H F 3.2 N ~ 11 C H 41
R H
H H

O S
3.8 R H ~ 11 H 43
H C O H

O O O
C O H 4.2 ~ 13 alkenes 43 to 45
RO OR
H H
H H
N H 4.6 H C O H 15.5 alkanes 48 to 50
H H