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The order of boiling point of the following amines is

(i) Butan-1-amine (ii) N-Ethylethanamine (iii) N,N-Dimethylethanamine

  • A.(i)> (iii) > (ii)
  • B.(i) > (ii) > (iii)
  • C.(iii) > (ii)> (i)
  • D.(iii) > (i) > (ii)
  • E.(ii) > (i) >(iii)

Answer: B

The order is (i) > (ii) > (iii).

The three amines are isomers (\(C_{4}H_{11}N\)), so the difference comes from hydrogen bonding. Butan-1-amine (primary) has two N-H hydrogens for intermolecular hydrogen bonds, N-ethylethanamine (secondary) has one, and N,N-dimethylethanamine (tertiary) has none.

Boiling points follow: primary > secondary > tertiary (about 350, 329 and 310 K). Orders putting the tertiary amine above the others ignore that it cannot hydrogen-bond with itself.

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