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Arrange the following amines in the order of increasing basicity.

  • Option 1)

  • Option 2)

  • Option 3)

  • Option 4)

 

Answers (2)

As we learnt ,

 

Positive mesomeric effect -

Increases rate of EAS on benzene nucleus.

- wherein

 

 In , lone pair of N(-NH2) is in resonance with phenyl ring also - NO2 decreases the electron density on N(-NH2)  by its -m effect. So, it is least basic among all of the options given.

In , lone pair is in conjugation with the phenyl ring. But thre is no electron withdrawing group at ring , so it will be more basic than .

 

In , -OCH3 at para to -NH2 group is an activating group (+M effect) . So, electron density will be higher on N(-NH2)  makes is second most basic among the options.

In CH3NH2 , there is no electron withdrawing group attached to N(-NH2)  makes it the strongest base among the options.

 


Option 1)

Option 2)

Option 3)

Option 4)

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