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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
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.
Write chemical equation in support of your answer.
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Cl and 
CH2- Cl, which one is more reactive towards nucleophilic substitution reaction and why?
Out of (CH3)3 C-Br and (CH3)3 C-I, which one is more reactive towards SN1 and why?
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) |  |
Haloarenes are less reactive than haloalkanes and haloalkenes. Explain.
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 ______.
