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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)
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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RELATED QUESTIONS
Write the final product(s) in each of the following reactions:
How the following conversion can be carried out?
Chlorobenzene to p-nitrophenol
Give reasons:
The dipole moment of chlorobenzene is lower than that of cyclohexyl chloride.
What is Grignard reagent?
Assertion: Presence of a nitro group at ortho or para position increases the reactivity of haloarenes towards nucleophilic substitution.
Reason: Nitro group, being an electron-withdrawing group decreases the electron density over the benzene ring.
Which of the following compounds will give racemic mixture on nucleophilic substitution by \[\ce{OH-}\] ion?
(a) \[\begin{array}{cc}
\phantom{}\ce{CH3 - CH - Br}\\
\phantom{}|\\
\phantom{....}\ce{C2H5}\phantom{}
\end{array}\]
(b) \[\begin{array}{cc}
\phantom{..}\ce{Br}\\
\phantom{}|\\
\phantom{}\ce{CH3 - C - CH3}\\
\phantom{}|\\
\phantom{....}\ce{C2H5}\phantom{}
\end{array}\]
(c) \[\begin{array}{cc}
\phantom{....}\ce{CH3 - CH - CH2Br}\\
\phantom{}|\\
\phantom{....}\ce{C2H5}\phantom{}
\end{array}\]
Arrange the following compounds in increasing order of rate of reaction towards nucleophilic substitution.
| (a) |  |
| (b) |  |
| (c) |  |
Arrange the following compounds in increasing order of rate of reaction towards nucleophilic substitution.
| (a) |  |
| (b) |  |
| (c) |  |
Arrange the following compounds in increasing order of rate of reaction towards nucleophilic substitution.
| (a) |  |
| (b) |  |
| (c) |  |
Why haloarenes are not reactive towards nucleophilic substitution reaction? Give two reactions.
