A stronger acid has a ? pka?
A better leaving group has a ? pKaH?
Stronger acid → lower pH → higher Ka → lower pKa
Lower pKaH → leaving group has a stronger conjugate acid → better leaving group
The pKaH is the pKa of the leaving group’s conjugate acid. So an acid’s pKa = its base’s pKaH.
for all following acids and pka values, remember that the pka of acid = pkah of conjugate base
HI
-10
HCl
-7
H2SO4
-3
H3O+
-1.7
HSO4-
2
carb acids
~5
H2S
7
HCN
9.1
NH4+
9.2
phenol
10
H2O
15.7
ethanol
15.9
ketones
~20
alkynes
~24
ammonia/amines
~33
H2
35
benzene
43
alkanes
48-60