Which of the following compounds undergoes dehydrochlorination most easily when treated with alcoholic KOH ?
A
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B
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C
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D
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Solution
The correct option is D Rate of dehydrohalogenation in R−X with respect to α-carbon: 3∘>2∘>1∘ This is because, alkene so formed from a 3∘ alkyl halide is most stable due to maximum number of α-hydrogens
In (a) α-carbon is 1∘ In (b) α-carbon is 1∘ In (c) α-carbon is 2∘ In (d) α-carbon is 3∘
So, compound (d) undergoes dehydrochlorination most easily forming the most stable alkene when treated with alcoholic KOH