The halide shown is heated with sodium ethoxide in ethanol. Which structure is the major product?

AStructure A
BStructure B
CStructure C
DStructure D

Answer: C

The substrate is 1-bromo-1-methylcyclohexane, a tertiary halide, so E2 beats SN2 with a strong base. Removal of a ring beta-hydrogen gives the trisubstituted endocyclic alkene 1-methylcyclohexene (Saytzeff), more stable than methylenecyclohexane. 3-Methylcyclohexene would need a hydrogen that is not beta.

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