CAIE A-Level Chemistry A2 34.1.3 Basicity of Aq Solutions of Amines Topic Practice

Q< phenylamine < P [1]

any three from:

ability of N to accept a proton OR donate its lone pair to a proton

phenylamine

lone pair of N delocalised into ring

OR p-orbital on N overlaps with $\pi$ cloud of ring (and decreases electron density on N )

compound P ( $2^{\circ}$ amine)

alkyl group has a positive inductive effect (and increases electron density on N)

compound Q (amide)

lone pair of N (in amide) delocalised by C=O

OR overlap of lone pair of N with C=O (and decreases electron density on N)