Engineering
Chemistry
Preparation of Amines
Test of amines
Question
In the following pair which one is more basic and why? CH3NH2 or C6H5NH2
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Solution
Methylamine is more basic than aniline. In aniline, ring structure delocalizes the electrons from individual atoms.
The source of basicity of amine group is the lone pair on the Nitrogen atom.
The lone pair is also delocalized in Aniline and resource structures are formed as the lone pair on Nitrogen is delocalized, it cannot donate an electron, therefore loses its basicity.
Methylamine, CH3NH2, does not have resonance and thus it is more basic as the Nitrogen can donate electrons.
Therefore Methylamine is more basic than Aniline.
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