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The treatment of alkyl chlorides with aq...

The treatment of alkyl chlorides with aqueous KOH leads to the formation of alcohols but in the presence of alcoholic KOH, alkenes are major products. Explain.

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If aqueous solution, KOH is almost completely ionized to give `OH^(-)` ions which being a strong nucleophile brings about a substitution reaction on alkyl halides to form alcohols. 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 hydrogen from the p-carbon of the alkyl chloride to form alkenes. ln contrast, an alcoholic solution of KOH contains alkoxide `(RO^(-))` ion which being a much stronger base than `OH^(-)` ions perferentially eliminates of HCl from an alkyl chloride to form alkenes.
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NCERT ENGLISH-HALOALKANES AND HALOARENES-Exercise
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  2. Which one of the following has the highest dipole moment? (i) CH(2)C...

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  4. Write the isomers of the compound having formula C(4)H(9)Br.

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  5. Write the equations for the preparation of 1-iodobutane from (i) 1-b...

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  6. What are ambident nucleophiles? Explain with an example.

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

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  8. Predict all the alkenes that would be formed by dehydrohalogenation of...

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  9. How will you bring about the following conversions? (i) Ethanol to ...

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  10. Explain why (i) the dipole moment of chlorobenzene is lower than tha...

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  11. Give the uses of freon 12, DDT, carbon tetrachloride and iodoform.

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  12. Write the main product (s) in each of the following reaction : (i) ...

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  13. Write the mechanism of the following reaction: nBuBr + KCN overset(E...

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  14. Rearrange the compounds of each of the following sets in order of reac...

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  15. Out of C(6)H(5)CH(2)Cl and C(6)H(5)CHClC(6)H(5), which is more easily ...

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  16. p-Dichlorobenzene has higher m.p. than those of o- and m-isomers. Disc...

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  17. How the following conversions can be carried out? (i) Propene to pro...

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  18. The treatment of alkyl chlorides with aqueous KOH leads to the formati...

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  19. Primary alkyl halide C4 H9Br : (a) reacted with alcoholic KOH to gi...

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  20. What happens when (i) n-butyl chloride is treated with alcoholic KOH...

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