Q21 / 90 · KVPY 2019 (SB/SX) · Chemistry

The correct order of basicity of the following amines 

Figure

  • A
    I>II>III>IV
  • Correct answer
    B
    I>III>II>IV
  • C
    III>II>I>IV
  • D
    IV>III>II>I

Solution

I is most basic, because the lone pair of nitrogen is not delocalised by resonance in that, but in all others, there is resonance with benzene ring. 

III is more basic than II due to +R (or +M) effect of -CH3, and IV is less basic than II because of -R (or - M) effect of -NO2, i.e. correct order is I>III>II>IV.

Hence, the correct answer is option: 'B'.

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