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stomach pH
1
duodenum pH
5
lower iluem pH
8
circulating fluids (plasma, cerbrospinal fluid)
7
R-CO2H
pka 4

Ar-CO2H
pka 4

CF3-CO2H
pka 1
R-SO3H
pka 1

R-OH
pka 14
Ph-OH
pka 10

R-SH
pka 11

H2O
pka 14

NH3
pkb 5

R-NH2
pkb 5

R2-NH
pkb 5
R3-N
pkb 5

Imidazole
pkb 7

Pyridine
pkb 9

aniline
pkb 10

DBU (amidine base)
pkb 2
guanidine
pkb 1

pyrrole
pkb 14

pyrrolidine
pkb 3

purine
4,5,12 (3 basic centers)
