Question

Account for the following

1. Primary amines (R – NH₂)have higher boiling point than tertiary amines (R₃N). 

2. Aniline does not undergo Friedel – Crafts reaction. 

3. (CH₃)₂ NH Is more basic than (CH₃)₃N in an aqueous solution.

Answer 1

1. Due to maximum intermolecular hydrogen bonding in primary amines (due to presence of more number of H – atoms), primary amines have higher boiling point in comparison to tertiary amines. 

2. Aniline does not undergo Friedel-Crafts reaction due to acid-base reaction. Aniline and a Lewis Acid / Protic Acid, which is used in Friedel-crafts reaction. 

3. In (CH₃)₃N there is maximum steric hindrance and least solvation but in (CH₃)₂NH the solvation is more group; di-methyl amine is still a stronger base than trimethyl amine.