Alchols have a lower pka than amides which indicates that it is
more acidic and hence less basic than amides
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- The more stable the conjugate base,
A-, is then the more the equilibrium
favours the product side (Ka > 1)
- The more the equilibrium favours products, the more
H+ there is....
- The more H+ there is then the
stronger H-A is as an
acid....
- So looking for factors that stabilise the conjugate
base, A-, gives us a "tool" for assessing
acidity.
- The larger Ka implies more dissociation of HA
and so the stronger the acid.
- The larger Ka is, the more negative the pKa so the lower the
pKa, the stronger the acid
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