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Manipal MET2017ChemistryAmines

Which of the following is most basic ?

Options

  1. ACH ₃ CH ₂ NH ₂
  2. BCH ₃ CONH ₂
  3. CC ₆ H ₅ CONCH ₃
  4. DNH ₂ NH ₂

Correct answer

A. CH ₃ CH ₂ NH ₂

Step-by-step solution

Due to -R effect of the C = O group the electron density on the N -atom decreases, hence amides are weaker base than NH ₃ and aliphatic amines. Further due to -I effect of NH ₂ group, the electron density on the other N -atom decreases. As a result, NH ₂ NH ₂ is a much weaker base than NH ₃ and aliphatic amines. Therefore, ethylamine is most basic among these.

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