Which of the following is least basic?

Which of the following is least basic?
  1. CH3CON¨HC2H5
  2. C2H53N¨
  3. CH3CO2N¨H
  4. C2H52N¨H

Solution

For the given compounds: 

(1) ; L.P. on Nitrogen is delocalised.

(2) ; L.P. on Nitrogen is localised.

(3) ; 

L.P. on Nitrogen is delocalised due to conjugation with both  

(Hence least basic)

(4) CH3-CH2-N¨H-CH2-CH3; L.P. on Nitrogen is localised.

Asked in: JEE Main 2021 (16 Mar Shift 2)

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