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Question

Which of the following has the shortest C−Cl bond?

A
ClCH=CH2
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B
ClCH=CHCH3
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C
ClCH=CHOCH3
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D
ClCH=CHNO2
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Solution

The correct option is D ClCH=CHNO2
There is extended conjugation present in option (d), which will reduce the length of CCl bond to the greatest extent which can be represented as follows:


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