The molecular formulae for three nitrogen-containing compounds are shown below: S: C$_6$H$_5$CONH$_2$, T: C$_6$H$_5$NH$_2$, U: C$_6$H$_5$CH$_2$NH$_2$.
(a)[3]
Describe and explain the relative basicities shown by S, T and U.
(b(i))[2]
U can be made by two alternative routes, as shown. Suggest reagents and conditions for reaction 1 and for reaction 2.
(b(ii))[2]
State the reaction type for reaction 1 and name the mechanism for reaction 2.
Worked solution & mark scheme
This 7-mark question has a full step-by-step worked solution and mark scheme. One marking point: “Phenylmethanamine is more basic than phenylamine, which is more basic than benzamide” …