Question
This compound’s heptanitro- derivative may be a more potent explosive than octogen. For 10 points each:
[10h] Name this compound first synthesized in 1964 by Philip Eaton and Thomas Cole, whose structure was once thought to be impossible. This compound’s highly-strained sp3 carbons make it useful for energy-storage purposes.
ANSWER: cubane
[10e] Cubane has been investigated as a bioisostere for this compound in drugs like lumacaftor, since cubane groups are often more soluble and don’t get oxidized by cytochromes p450. This aromatic hydrocarbon has formula C6H6.
ANSWER: benzene
[10m] Two answers required. Part of the difficulty with using cubane as a benzene bioisostere is that it’s very hard to synthesize 1,3 (“one-three”) and 1,2- (“one-two”) disubstituted cubanes, which correspond to substitutions at these two benzene positions. These two substitution positions on benzene are closest to the original substituent.
ANSWER: ortho AND meta [or O AND M]
<JF, Chemistry>
Summary
| 2024 ARCADIA at BU | 2024-12-06 | Y | 8 | 10.00 | 63% | 38% | 0% |
| 2024 ARCADIA at Duke | 2024-12-06 | Y | 2 | 10.00 | 100% | 0% | 0% |
| 2024 ARCADIA at Missouri S&T | 2024-12-06 | Y | 1 | 10.00 | 100% | 0% | 0% |
| 2024 ARCADIA Online | 2025-05-17 | Y | 5 | 18.00 | 100% | 60% | 20% |
| 2024 ARCADIA at Penn State | 2024-12-06 | Y | 2 | 10.00 | 100% | 0% | 0% |
| 2024 ARCADIA at Florida Tech | 2024-12-06 | Y | 4 | 10.00 | 75% | 25% | 0% |
| 2024 ARCADIA at UC Berkeley | 2024-12-06 | Y | 2 | 20.00 | 100% | 100% | 0% |
| 2024 ARCADIA at GT | 2024-12-06 | Y | 5 | 8.00 | 80% | 0% | 0% |
| 2024 ARCADIA at Warwick | 2024-12-06 | Y | 4 | 15.00 | 100% | 25% | 25% |
Data
| Maryland | Pitt | 0 | 10 | 0 | 10 |
| Penn State | RIT | 0 | 10 | 0 | 10 |