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Question
Arrange the following compounds in increasing order of rate of reaction towards nucleophilic substitution.
(a) | ![]() |
(b) | ![]() |
(c) | ![]() |
Options
(a) < (b) < (c)
(b) < (a) < (c)
(c) < (b) < (a)
(a) < (c) < (b)
Solution
(c) < (b) < (a)
Explanation:
The presence of electron releasing group at ortho- and para-positions decreases the reactivity of haloarenes. Because of the possible repulsion, it is less likely for the electron-rich nucleophile to approach electron-rich arenes. The more the electron-releasing group is attached lesser, will be the rate of reaction.
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