Amines: Alkanamines versus ammonia

Due to electron releasing nature of alkyl group it pushes electrons towards nitrogen and thus makes the unshared electron pair more available for sharing. The substituted ammonium ion formed from the amines get stabilised due to +I effect of the alkyl group. So, alkyl amines are stronger base than ammonia.

* The basic nature of aliphatic amines should increase with increase in the number of alkyl groups.

Basicity order in gaseous phase
* The greater the size of the ion, lesser will be the solvation and the less stabilised is the ion.

Stability order
* Greater is the stability stronger is the corresponding amine as a base.

Order of basicity of aliphatic amines
* When the alkyl group in small like -CH3 group, then there is no steric hindrance to hydrogen bonding.
* When the alkyl group is bigger than -CH3 group, then there will be steric hindrance to hydrogen bonding.

Order of basic strength
When ethyl is substituted
when methyl is substituted

0 Comments