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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)
(a) < (c) < (b)
(c) < (b) < (a)
(b) < (c) < (a)
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Solution
(b) < (c) < (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. \[\ce{CH3}\] is an electron releasing group and is ortho and para - directors.
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| (a) |  |
| (b) |  |
| (c) |  |
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| (a) |  |
| (b) |  |
| (c) |  |
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