10.30 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.

An aqueous solution, KOH almost completely ionizes to give OH-ions. OH- ion is a strong nucleophile (see the imp. note below), which leads the alkyl chloride to undergo a nucleophilic substitution reaction to form alcohol.

On the other hand, an alcoholic solution of KOH contains alkoxide (RO-) ion, it is a strong base. Thus, it can abstract a hydrogen ion from the beta-carbon of the alkyl chloride and form an alkene by eliminating a molecule of HCl.OH- ion is a much weaker base than RO- ion. Also, OH- ion is highly solvated (because more energy is released on solvation)in an aqueous solution and as a result, the basic character of OH-io

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An aqueous solution, KOH almost completely ionizes to give OH-ions. OH- ion is a strong nucleophile (see the imp. note below), which leads the alkyl chloride to undergo a nucleophilic substitution reaction to form alcohol.

On the other hand, an alcoholic solution of KOH contains alkoxide (RO-) ion, it is a strong base. Thus, it can abstract a hydrogen ion from the beta-carbon of the alkyl chloride and form an alkene by eliminating a molecule of HCl.OH- ion is a much weaker base than RO- ion. Also, OH- ion is highly solvated (because more energy is released on solvation)in an aqueous solution and as a result, the basic character of OH-ion decreases.

Therefore, it cannot abstract a hydrogen from the beta -carbon.

The concept used hydroxide ion is a strong nucleophile but weaker base than -OR group.

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<p>An aqueous solution, KOH almost completely ionizes to give OH-ions. OH- ion is a strong nucleophile (see the imp. note below), which leads the alkyl chloride to undergo a nucleophilic substitution reaction to form alcohol.</p><div><div><picture><source srcset="https://images.shiksha.com/mediadata/images/articles/1690445624phpRFOBe2_480x360.jpeg" media=" (max-width: 500px)"><img src="https://images.shiksha.com/mediadata/images/articles/1690445624phpRFOBe2.jpeg" alt="" width="401" height="64"></picture></div></div><p>On the other hand, an alcoholic solution of KOH contains alkoxide (RO-) ion, it is a strong base. Thus, it can abstract a hydrogen ion from the beta-carbon of the alkyl chloride and form an alkene by eliminating a molecule of HCl.OH- ion is a much weaker base than RO- ion. Also, OH- ion is highly solvated (because more energy is released on solvation)in an aqueous solution and as a result, the basic character of OH-ion decreases.</p><div><div><picture><source srcset="https://images.shiksha.com/mediadata/images/articles/1690445644php4wGFmm_480x360.jpeg" media=" (max-width: 500px)"><img src="https://images.shiksha.com/mediadata/images/articles/1690445644php4wGFmm.jpeg" alt="" width="282" height="83"></picture></div><div><p>Therefore, it cannot abstract a hydrogen from the beta -carbon.</p><p>The concept used hydroxide ion is a strong nucleophile but weaker base than -OR group.</p></div></div>

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