Question :
The order of basicity for the following compounds is :
The logic I've applied is that since 4 has a conjugated system, the lone pair of N will be delocalised and hence would be the least basic. Conjugate systems/Resonance is not seen in the other three compounds
I'm not entirely sure about how to differentiate between the other three. For morpholine 2, If we see the stability of the conjugate acid formed, the O would exert (very less) -I effect, which should destabilize the positive charge on N (on formation of conjugate acid). Now between 1 and 3, 1 has a five other C atoms attached to the N, while 3 has four. Now CH3 is a +I group, hence more CH3 in 1 should stabilize the positive charge on N more than 3.
I don't think Inductive Effect should matter much, considering Inductive Effect becomes very ineffective with increase in chain length. But this is the only reasoning that strikes me. So ultimately, order of basicity becomes 4 < 2 < 3 < 1. Is my reasoning and the final answer correct?