Chemistry - GOC Question with Solution | TestHub

Conjugate bases : (a) acetate, charge delocalised equally over two oxygens ($\mathrm{p}{K}_{\mathrm{a}}$ ≈ 4.8); (c) the amide anion, charge delocalised from nitrogen onto the carbonyl oxygen ($\mathrm{p}{K}_{\mathrm{a}}$ ≈ 15-17); (d) propoxide, localised on oxygen ($\mathrm{p}{K}_{\mathrm{a}}$ ≈ 16); (b) the ketone α-carbanion, charge shared with carbon ($\mathrm{p}{K}_{\mathrm{a}}$ ≈ 20). So acetic acid $>$ ethanamide N-H $>$ propan-1-ol $>$ propanone α-H, i.e. a $>$ c $>$ d $>$ b.