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The treatment of ethyl bromide with aque...

The treatment of ethyl bromide with aqueous KOH results ethyl alcohol but in presence of alcoholic KOH, ethylene is the major product. Explain

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Difference lies in the mode and extent of dissociation of KOH in the presence of different solvents. `OH^(-)` is a good nucleophile while `C_(2)H_(5)O^(-)` is a strong base.
In the presence of water, KOH dissociates completely into `OH^(-)` ions which being a strong nucleophile brings about substitution on alkyl halides and produces alcohols from alkyl halides. Further, in the aqueous solution,
`OH^(-)` ions are highly solvated (hydrated). This solvation reduces the basic character of `OH^(-)` ions which therefore, fails to abstract a H-atom from the `beta`-carbon of the alkyl chloride to form an alkene. In alcoholic medium, solution also contains `C_(2)H_(5)O^(-)`, ethoxide ions in addition to `OH^(-)` ions. Being a stronger base than `OH^(-)` they abstract `H^(+)` ion from `beta`-C-atom giving rise to an alkene as a major product (dehydrohalogenation).
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ARIHANT PUBLICATION-HALOALKANES (ALKYL HALIDE) -PART-II- QUESTION FOR PRACTICE (SHORT ANSWER TYPE I QUESTIONS)
  1. Why alkyl halides, though polar, are immiscible with water?

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  2. Why is the solubility of haloalkanes in water very low?

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  3. Arrange each set of compounds in the order of increasing boiling point...

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  4. Arrange each set of compounds in the order of increasing boiling point...

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  5. Write the mechanism of the following reaction: nBuBr+KCNoverset(EtOH...

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  6. In the following pairs of halogen compounds, which compound undergoes ...

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  7. In the following pairs of halogen compounds, which compound undergoes ...

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  8. Which alkyl halide from the following pair is chiral and undergoes fas...

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  9. Out of S(N)1 and S(N)2 which reaction occurs with (a) inversion of c...

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  10. Which compound in each of the following pairs will react faster in S(N...

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  11. Which compound in each of the following pairs will react faster in S(N...

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  12. Tert-butylbromide reacts with aq. NaOH by S(N)1 mechanism while n-buty...

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  13. Write the structure of the major organic product in each of the follow...

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  14. Write the structure of the major organic product in each of the follow...

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  15. Why is (pm) butan-2-ol is optically inactive?

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  16. Elimination reactions (especially beta-elimination) are as common as t...

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  17. The treatment of ethyl bromide with aqueous KOH results ethyl alcohol ...

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  18. Draw the structures of major monohalo compound products in each of the...

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  19. Draw the structures of major monohalo compound products in each of the...

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