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Question

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 RX 
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

Chemistry

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