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pKa

pKa is the negative base-10 logarithm of the acid dissociation constant Ka for an acid in solution. For the acid HA that dissociates as HA ⇌ H+ + A-, Ka = [H+][A-]/[HA], and pKa = -log10(Ka). The pKa value indicates how readily an acid donates a proton under the chosen solvent and temperature.

In aqueous solution at 25°C, lower pKa corresponds to a stronger acid. The Henderson-Hasselbalch equation relates

Many acids are polyprotic and have several pKa values, each associated with successive deprotonation steps. Examples

Uses of pKa include estimating buffering ranges, predicting the predominant protonation state of a molecule at

pH
to
pKa:
pH
=
pKa
+
log([A-]/[HA]),
showing
how
the
protonation
state
of
a
molecule
depends
on
pH
relative
to
its
pKa.
For
conjugate
acid-base
pairs
in
water,
Ka
×
Kb
=
Kw,
so
pKa
and
pKb
are
linked
by
pKa
+
pKb
≈
14
at
25°C.
include
acetic
acid
(pKa
about
4.76)
and
carbonic
acid
(pKa1
about
6.35,
pKa2
about
10.33).
Solvent
and
temperature
strongly
influence
pKa;
values
in
nonaqueous
solvents
can
differ
markedly,
and
there
is
no
single
universal
pKa
across
all
environments.
a
given
pH,
guiding
drug
design,
and
interpreting
reaction
mechanisms.
Measurement
methods
encompass
titration
with
a
strong
base
or
acid,
spectrophotometric
techniques,
and
computational
estimates.