Rank the following compounds in order of incr | vedclass

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(B) The compounds are: $(1)$ Aniline $(C_6H_5NH_2)$: The lone pair on nitrogen is involved in resonance with the benzene ring,making it a weak base. $

Vedclass · Accepted Answer

$4 < 3 < 1 < 2$

Vedclass · Answer

(B) The compounds are: $(1)$ Aniline $(C_6H_5NH_2)$: The lone pair on nitrogen is involved in resonance with the benzene ring,making it a weak base. $(2)$ Benzylamine $(C_6H_5CH_2NH_2)$: The lone pair on nitrogen is not involved in resonance,making it the strongest base among the given compounds. $(3)$ $o$-Nitroaniline $(o-NO_2-C_6H_4NH_2)$: The $-NO_2$ group is a strong electron-withdrawing group ($-M$ and $-I$ effect). Additionally,the ortho effect further decreases its basicity. $(4)$ Benzamide $(C_6H_5CONH_2)$: The lone pair on nitrogen is involved in resonance with the carbonyl group $(C=O)$,which is a very strong electron-withdrawing group,making it the weakest base. Comparing the basicity: $(4)$ is the weakest due to strong resonance with the carbonyl group. $(3)$ is weaker than $(1)$ due to the electron-withdrawing $-NO_2$ group and ortho effect. $(1)$ is weaker than $(2)$ because $(2)$ is an aliphatic amine where the lone pair is localized. Thus,the order of increasing basic strength is $4 < 3 < 1 < 2$.

Rank the following compounds in order of increasing basic strength. (weakest $\to$ strongest)

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