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प्रश्न
Chlorobenzene is extremely less reactive towards a nucleophilic substitution reaction. Give two reasons for the same.
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उत्तर
Chlorobenzene is extremely less reactive towards a nucleophilic substitution reaction because of the following reasons:
(1) Resonance effect: The electron pair on chlorine atom is in conjugation with the π - electrons of the benzene ring which results in the following resonance structures:
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This results in delocalization of the electrons of C − Cl bond and a partial double bond character develops in the bond, which makes it difficult for the nucleophile to cleave the C − Cl bond.
(2) The nucleophile suffers repulsion from the increased electron density on the benzene ring as a result the nucleophile is unable to make a close approach for the attack on the molecule.
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संबंधित प्रश्न
What happens when \[\ce{CH3 - Br}\] is treated with KCN?
Write the final product(s) in each of the following reactions:
Give reasons:
The dipole moment of chlorobenzene is lower than that of cyclohexyl chloride.
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) |  |
\[\ce{C6H12O6 ->[(Zymase)] A ->[NaOH][\Delta] B + CHI3}\]
The number of carbon atoms present in the product B is:
Assertion: Chlorobenzene is resistant to nucleophilic substitution reaction at room temperature.
Reason (R): C–Cl bond gets weaker due, to resonance.
Why haloarenes are not reactive towards nucleophilic substitution reaction? Give two reactions.
In the reaction, \[\mathrm{CH}_3\mathrm{C}\equiv\mathrm{\overline{C}Na}^++(\mathrm{CH}_3)_2\mathrm{CHCl}\to\] the product formed is ______.
Identify the final product [D] obtained in the following sequence of reactions.
\[\ce{CH3CHO \underset{ii) H2O+}{\overset{i) LiAlH4}{->}} [A] \underset{\triangle}{\overset{H2SO4}{->}} [B]}\]
