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NCERT Class XII Chemistry
NCERT Class XII Chemistry
Chapter - Haloalkanes and Haloarenes
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Question : 20 of 31
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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.
Solution:
Formation of alcohols from the reaction between alkyl chlorides and aqueous KOH is an example of simple nucleophilic substitution.
If was to attack the carbon carrying halogen, steric repulsions would hinder the attack and prevent substitution product.
But when aqueous KOH is replaced by alcoholic KOH, alkenes are formed instead of alcohols due to elimination of HCl from an alkyl halide.
This can be exaplained if we consider the size of the nucleophile in the two reactions. In the aqueous medium the is which is relatively small while in the alcoholic medium the is which is bulky in nature. Thebulky will always find it easier to abstract a proton than to attack a tetravalent carbon to produce a substitution product.

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