Which is more basic and why?

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Solution

Benzylamine $(C_{6} H_{5} - C H_{2} - N H_{2})$ is more basic than aniline $(C_{6} H_{5} - N H_{2})$ . In benzylamine, the lone pair of electrons on N atom can be freely donated as it is not involved in resonance with the benzene ring. In aniline, the lone pair of electrons on N atom cannot be freely donated as it is involved in resonance with a benzene ring.

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