Question:
Which of the following is highly basic?
Which of the following is highly basic?
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The more the lone pair is involved in resonance, the lower the basicity. Avoid conjugation for high basic strength.
Updated On: Apr 15, 2025
- Diphenylamine
- Benzylamine
- Aniline
- Triphenylamine
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The Correct Option is B
Solution and Explanation
Step 1: Concept of basicity.
Basicity depends on the availability of the lone pair on nitrogen for donation. Step 2: Analyze structures.
- Benzylamine: –NH$_2$ group is attached to a benzyl group (CH$_2$–C$_6$H$_5$). The lone pair on N is free — most basic.
- Aniline: Lone pair on N is involved in resonance with the benzene ring — less available.
- Diphenylamine: Even more delocalization, reducing basicity further.
- Triphenylamine: Lone pair is almost completely delocalized — very low basicity. Therefore, benzylamine is the most basic among them.
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