Question

In: Chemistry

Which are more basic amides or alcohols?

Which are more basic amides or alcohols?

Solutions

Expert Solution

Alchols have a lower pka than amides which indicates that it is more acidic and hence less basic than amides

  • 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
please do rate

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