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Q. Order of rate of reaction of following compounds with $AgNO_{3}$ (following $S_{N}1$ mechanism).

Question

NTA AbhyasNTA Abhyas 2020Organic Chemistry – Some Basic Principles and Techniques

Solution:

Here the reactivity order is

Solution

(I) becomes aromatic after removal of $Br^{-}$

(II) becomes non aromatic after removal of $Br^{-}$

(III) becomes anti aromatic after removal of $Br^{-}$