Reasoning Question Series
Q No:15 Aniline is a stronger base than o-bromoaniline. justify
Ans :
Aniline form anilinium ion by accepting a proton.
1. In general, electron-donating groups such as -CH3, OCH3, -NH2 etc. increase the basecity by stabilizing the anilinium ion
Q No:15 Aniline is a stronger base than o-bromoaniline. justify
Ans :
Aniline form anilinium ion by accepting a proton.
1. In general, electron-donating groups such as -CH3, OCH3, -NH2 etc. increase the basecity by stabilizing the anilinium ion
2. while electron withdrawing substituents such as - NO2, -CN, -X (halogens) decrease the basicity of amines by destabilizing the anilinium ion.
3. But o-substituted anilines are usually weaker bases than anilines regardless of the nature of the sulistituent (electron withdrawing or donating).
This is due to Detho-effect which is due to combination of steric and electronic factors.
In case of halogens (-Cl, -Br, -I), electron withdrawing inductive effect dominates so it is expected that o-bromoaniline should be weaker base than aniline
Regards
Malik Xufyan
3. But o-substituted anilines are usually weaker bases than anilines regardless of the nature of the sulistituent (electron withdrawing or donating).
This is due to Detho-effect which is due to combination of steric and electronic factors.
In case of halogens (-Cl, -Br, -I), electron withdrawing inductive effect dominates so it is expected that o-bromoaniline should be weaker base than aniline
Regards
Malik Xufyan
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