Same chapter3 marksDifficulty: Medium
Arrange aniline, methylamine, dimethylamine and ammonia in order of increasing basicity in aqueous solution.
Organic Compounds containing Nitrogen
3 marksDifficulty: Medium
Why is aniline a weaker base than ethylamine?
Original Khojo Papers practice question — not from a past board paper.
Answer
In aniline the lone pair on the nitrogen is delocalised into the benzene ring, so it is less available for donation to a proton. In ethylamine the ethyl group releases electrons towards the nitrogen and makes the lone pair more available, so ethylamine is the stronger base.
No citable source has been recorded for this record. Treat it as practice material, not as fact.
Explanation
Aniline also gives a less stable conjugate acid, since protonation destroys the delocalisation.
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