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The replacement of chlorine of chloroben...

The replacement of chlorine of chlorobenzene to give phenol requires drastic conditions, but the chlorine of 2,4-dinitrochlorobenzene is readily replaced since

A

`NO_(2)` makes the electron rich ring at ortho and para positions

B

`NO_(2)` withdraws electrons at meta position

C

`NO_(2)` donate electrons at m-position

D

`NO_(2)` withdraws electrons at ortho and para positions

Text Solution

Verified by Experts

The correct Answer is:
D

`NO_(2)` groups withdraw electrons at ortho and p-position and then deactivate the ring. This deactivation of ring stabilises the negatively charged intermediates formed during the reaction and therefore, increases the reactivity towards replacement.
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DINESH PUBLICATION-ORGANIC COMPOUNDS WITH FUNCTIONAL GROUP CONTAINING HALOGENS -Revision Questions From Competitive Exams
  1. Which of the following reacts with chloroform and base to form phenyl ...

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  2. The reaction described below is :

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  3. The replacement of chlorine of chlorobenzene to give phenol requires d...

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  4. 1,3-Dibromopropane reacts with metallic zinc to form

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  5. C(6)H(6)Cl(6) can be obtained from :

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  6. CH(3)-CH=CH(2)+HI rarr X. Here X is

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  7. Ethyl alcohol gives ethyl chloride with the help of

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  8. S(N^(2)) mechanism proceeds through the formation of

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  9. Chlorobenzene on heating with aqueous NH(3) under pressure in the pres...

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  10. The end product (B) in the following sequence of reactions is CH(3)Cl ...

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  11. 2-bromopentane is heated with postassium ethoxide in ethano1 The major...

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  12. Both methane and ethane may be obtained by suitable one step reaction ...

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  13. 1-chlorobutane reacts with alcoholic KOH to from

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  14. Butanenitrile may be prepared by heating

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  15. The IUPAC name of the compound CH(3)-underset(CH(3))underset("| ")...

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  16. Ethyl bromide on treatment with alcoholic KOH gives

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  17. AgNO(3) does not give precipitate with CHCI(3) because .

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  18. Benzene reacts with chlorine to form benzene hexachloride in presence ...

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  19. Which of the following alkyl halides is used as a methylating agent ?

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  20. Gammexane is

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