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Arrange the following in the increasing ...

Arrange the following in the increasing order of their basicities.
(I) `p-`Toluidine
(II) `N,N-`Dimethyl-p-toluidine
(III) `p-`Nitroaniline`
(IV) Aniline.

Text Solution

Verified by Experts

`III lt IV lt I lt II` or `II gt IV gt III`
(II) (`+I` effect of two `Me` groups of `N` atom and `Me` group ar `p` position (`+ I` and `H.C` effects) (highest basic).
(I) `+ I` and `H.C` effects of `(Me)` group at `p` position.
(IV) (Standard)(Aniline)
(III) `-I` and `-R` effect of `(-NO_2)` group at `p` position.
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  1. Arrange the following in the increasing order of their basicities. (...

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