question_answer

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

A)  \[I>II>III\]         

B)         \[III>II>I\]

C)  \[II>I>III\]         

D)         \[III>I>II\]

E)  \[II\text{ }>\text{ }III\text{ }>\text{ }I\]

Correct Answer: E

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