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

Question

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

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Solution

The reaction of alkyl chlorides with aqueous KOH or alcoholic KOH leads to different products due to the difference in the mechanism of the reaction.

  1. When alkyl chlorides are treated with aqueous KOH, a nucleophilic substitution reaction (SN2 mechanism) takes place. The hydroxide ion (OH-) from KOH acts as a nucleophile and attacks the carbon atom bonded to the chlorine. This leads to the displacement of the chloride ion and the formation of an alcohol.

  2. On the other hand, when alkyl chlorides are treated with alcoholic KOH, an elimination reaction (E2 mechanism) occurs. The alcoholic KOH acts as a base and abstracts a β-hydrogen from the alkyl halide, leading to the formation of a double bond and hence an alkene.

So, the difference in the reaction medium (aqueous or alcoholic) leads to a difference in the mechanism of the reaction and hence the final product.

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