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  4. Arrange the following amines in the decreasing order of their basic strength. Aniline (I), Benzyl amine (II), p-toluidine (III)

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Q. Arrange the following amines in the decreasing order of their basic strength.
Aniline $(I)$, Benzyl amine $(II)$, p-toluidine $(III)$

KEAMKEAM 2009Amines

Solution:

Among the given compounds, benzylamine $ ({{C}_{6}}{{H}_{5}}C{{H}_{2}}N{{H}_{2}}) $ is the most basic because in it lone pair of nitrogen is not involved in resonance, it is available for donation. p-toluidine, due to the presence of electron releasing group, ( $ C{{H}_{3}} $ group) is more basic than aniline but less basic than benzylamine. Hence, the order of basic strength is

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