Question

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

• A. $I>II>III$
• B. $III>II>I$
• C. $II>I>III$
• D. $III>I>II$
• E. $II>III>I$

Answer 1

Answer: (E)

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