The ortho substituted aniline are less basic than aniline and ortho substituted benzoic acids are more acidic than benzoic acid.
Ex.1 Compare the basic strength of the following:
Sol. a > b > d > c
* Due to ortho effect d > c
If c is less basic than d then it will be certainly less than b as b is more basic than d.
Ex.2 Compare the basic strength of the following:
Sol. Do your selves
S.I.PSteric inhibition of Protonation (ortho effect)
After protonation, repulsion increases therefore ortho substituted aniline is less basic than aniline S.I.RSteric inhibition of resonance
Therefore a > b (basic character)
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