enter image description here It asks about the basicity. All have the same hybridization so through inductive effect, 3 should be the most acidic. I feel that my assumption is wrong. Can anyone help? The answer is 3>4>1>2.


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  • $\begingroup$ This question clearly is splitting hairs, 3 is the only nitrogen not stabilised by lone-pair delocalisation, hence it is the most basic. $\endgroup$ – Martin - マーチン Feb 14 '17 at 7:10
  • $\begingroup$ Acidic by +I effect? Maybe some new concept $\endgroup$ – Red Floyd Feb 14 '17 at 11:11

$\ce{-CH3}$ group has +I effect; it has electron donating effect. It increases basicity and reduces acidity. Moreover due to resonance in phenyl group, the availability of electrons over N decreases.


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