The dibromide shown is heated with sodium in dry ether. Which structure is the product?

AStructure A
BStructure B
CStructure C
DStructure D

Answer: B

The compound shown is 1,4-dibromo-2-methylbutane. An intramolecular Wurtz reaction joins the two carbons carrying bromine. The chain of four carbons closes to a four-membered ring that keeps the methyl substituent, giving methylcyclobutane. Cyclopentane would count the methyl carbon in the ring.

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