Arrange the following in the increasing order of basicity.

Pyrrole

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Pyridine

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Aniline

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Benzylamine

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Solution

Pyrrole is least basic because lone pair is involved in aromaticity. The lone pair of electrons in aniline is involved in resonance. $N$ in pyridine is $s p^{2}$ hybridized whereas for benzylamine it is $s p^{3}$ hybridized.
So, the order for basicity follows as:
Pyrrole<aniline<pyridine<benzylamine

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