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Arrange the following in decreasing orde...

Arrange the following in decreasing order of their basic strength: `C_(6)H_(5)NH_(2), C_(2)H_(5)NH_(2), (C_(2)H_(5))_(2)NH, NH_(3)` in aqueous solution.

Text Solution

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Due to `+1` effect of the alkyl group, `(C_(2)H_(5))_(2)NH` is stronger base than `C_(2)H_(5)NH_(2)` and both of these are stronger than `NH_(3)`. However, phenyl group of aniline exertx - I effect and thus results the lower availability of electrons on nitrogen for protonation. So, aniline is weaker base than aliphatic amines and `NH_(3)`. Thus, `(C_(2)H_(5))_(2)NH gt C_(2)H_(5)NH_(2) gt NH_(3) gt C_(6)H_(5)NH_(2)`
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