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Basic power - Chemistry Fact Sheet - 2

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Basic power - Chemistry Fact Sheet - 2
Basic power
Order
Why ?
1.
I > III > II
lone pair on N is not used in resonance of -electrons in I. In II lone pair of the ring is itself used in delocalisation while that of outside ring in III.
2.
I > II > III > IV
—OCH3 is strong electron donating group. This is due to ortho effect, all the aniline are less basic than p-substituted aniline due to steric hindrance.
3.
I > II > III > IV
I (hyper conugation and induction) II (induction) IV (ortho effect), ortho effect normally decreases basic nature.
4.
II > I > III
In II there is sp3 hybridised C, In I, sp2. NO2 is electron withdrawing.
5.
III > I > II
lone pair on N is used in delocalisation of -electrons in aromatic amines while cyclohexyl is electron repelling (III); in II, lone pair on N is used by two benzene ring.
6.
I > II > III > IV
NO2 is electron-withdrawing, thus nitro-anilines are less basic than aniline. IV is less basic than III because —NO2 is closer and exerts a stronger inductive effect.
7.
III > I > II
phenyl and —COCH3 are electronwithdra-wing and —C6H5 < COCH3
8.
I < II < III
Electron donating nature of C2H5 > CH3 So more basic strength.
9.
I < II < III
ortho effect in I.
10.
I < II < III
ortho effect in (I)

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