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Although chlorine is an electron withdra...

Although chlorine is an electron withdrawing group, yet it is ortho - , paradirecting in electrophilic aromatic substitution reactions. Why ?

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Chlorine withdraws electrons through inductive effect and releases electrons through resonance. Through inductive effect, chlorine destabilies the intermediate carbocation formed during the electrophilic substitution reaction.
Through reasonance, halogen tends to stabilise the carbocation and the effect is more pronounced at ortho - and para - positions. The inductive effect is stronger than resonance and causes net electron withdrawal and thus cause net deactivation. The resonance effect tends to oppose the inductive effect for the attack at ortho - and para - positions and hence makes the deactivation less for ortho - and para - attack. Reactivity is thus controlled by the stronger inductive effect and orientation is controlled by resonance effect.
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KUMAR PRAKASHAN-HALOALKANES AND HALOARENES-SECTION - E Multiple Choice Questions
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  2. The derivatives that are not found in nature are …..

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  3. The compounds obtained by the substitution of hydrogen by halogen in a...

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  4. Which of the following is present in a hormone thyroxine ?

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  5. Which of the following drug is used in treatment of typhoid fever ?

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  6. Deficiency of Thyroxine causes ……….

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  7. Which of the following is not the use of haloalkanes and haloarenes ?

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  8. Which of the following is a primary halide ?

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  9. The nature of bond of carbon of alkyl group and halogen in alkyl halid...

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  10. Which of the following is a vicinal dihalides ?

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  11. Which of the following is a benzylic halide ?

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  12. Which of the following is allylic halide ?

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  13. Which of the following is vinylic halide ?

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  14. Which of the following is an aryl halide ?

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  15. Which of the following is the correct order of dipole moment ?

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  16. Which of the following is the correct order of dipole moment ?

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  17. The correct structure of o-dihalobenzne is …….

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  18. The isomerism not shown by alkyl halides is ……..

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  19. In which of the following compounds the halogen is not bonded to sp^(3...

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  20. The IUPAC name of underset("Br ")underset("| ")("C ")H(2)-underset("Br...

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  21. Which of the following is 3^(@) - Benzylic halide ?

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