Question

In the bromination step of this compound’s synthesis, the solvent must be dioxane because that step has an indirect mechanism in which the dioxane is brominated and in turn brominates the target molecule. One step in the synthesis of this molecule has a double dehydrobromination whose product immediately dimerizes via the Diels–Alder reaction. The 2022 synthesis of the perfluorinated form of this compound confirmed the presence of “sigma stellation” in which overlapping antibonding orbitals allow it to form a radical anion by (*) trapping an electron in its interior. Because of more efficient crystal packing, this compound’s heptanitro- form is actually an even more powerful explosive than its octanitro- (10[1])form. Philip Eaton developed the first synthesis of this compound, which was previously thought to be impossible because of its many strained 90 degree bond angles. For 10 points, name this hydrocarbon whose eight carbons form the vertices of a Platonic solid. ■END■

ANSWER: cubane [prompt on C8H8]
<Gerhardt Hinkle, Chemistry>
= Average correct buzz position

Buzzes

PlayerTeamOpponentBuzz PositionValue
Geoffrey ChenThe Plague (anime)" was redirected to: "Oran High School Host ClubThe Catastrophic Implosion of Packet Sub10710

Summary

2023 Chicago Open08/05/2023Y1100%0%0%107.00