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Question

1-bromo-3-chlorocyclobutane when treated with two equivalents Na, in the presence of ether, which of the following will be formed?


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
The reagent and the nature of the substrate (an alkyl halide) should have tipped you off regarding the named reaction involved - it clearly points to the Wurtz reaction! But the products do seem to be really tempting because we can make a case for each one. In this case though, you will get bicyclo[1.1.0]butane.



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