The correct order of reactivity of following haloarenes towards nucleophilic substitution with aqueous NaOH is
Choose the correct answer from the options given below:
Choose the correct answer from the options given below:
Show Hint
Electron-withdrawing groups like −NO2 enhance the reactivity of haloarenes towards nucleophilic substitution, while electron-donating groups like −OCH3 reduce the reac tivity.
- A>B>D>C
- C>A>D>B
- D>C>B>A
- D>B>A>C
The Correct Option is D
Solution and Explanation
Reactivity of Haloarenes in Nucleophilic Substitution Reactions :
The nucleophilic substitution reaction in haloarenes depends on the presence of electron-withdrawing groups, which stabilize the negative charge formed during the transition state or intermediate. The analysis of each compound is as follows:
- Compound D : Contains two nitro (−NO2) groups at ortho and para positions. These strongly electron-withdrawing groups significantly stabilize the intermediate formed during nucleophilic substitution, making D the most reactive.
- Compound B : Contains a single nitro (−NO2) group at the para position. The electron-withdrawing nature of the −NO2 group enhances the reactivity towards nucleophilic substitution but is less effective than D.
- Compound A : Does not have any electron-withdrawing groups. Its reactivity is due solely to the halogen (chlorine) attached to the aromatic ring, which is less favorable for nucleophilic substitution.
- Compound C: Contains a methoxy (−OCH3) group, which is an electron-donating group. It destabilizes the intermediate, making C the least reactive of the four.
Conclusion : The correct order of reactivity is: \( D > B > A > C.\)
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