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CCl3CO2H
pKa of 0

CH3CO2H
pKa of 4-5
pyrH+ (pyr = pyridine)
pKa of 5
HC≡N
pKa of 9
Et3NH+
pKa of 10
EtSH
pKa of 11
HOH
pKa of 14-15

cyclopentadiene
pKa of 15
EtOH
pKa of 17
t-BuOH
pKa of 19

CH3COCH3 (Acetone)
pKa of 20

HC≡CH
25

CH3CO2Et
25

NH3
35 (conjugate base = NH2-)

ROH2 & H3O+
pKa of -2
HNO3-
pKa of -1
C6H6 (benzene)
37
HF
pKa of 3
CH2CO2H
pKa of 5
CO3H2 (bicarbonate)
pKa of 6
N(triple bond)C-H
pKa of 9
RS-H
pKa of 10
R-CH2-NH3
pKa of 11
CO3H (carbonate)
pKa of 10
RO-H (alcohols)
pKa of 16
Alkynes
pKa of 25
H2C=CH2 (alkene)
pKa of 44
alkanes
pKa of >=40