Packet 10: Bonus 3
These molecules are the dominant source of mid-infrared radiation in the interstellar medium and are thus used to trace cold gas. For 10 points each:
[10m] Name these molecules, the smallest of which is a structural isomer of azulene. These molecules’ most important resonance structures have the most pi-sextets, or moieties resembling benzene.
ANSWER: polycyclic aromatic hydrocarbons [or polyaromatic hydrocarbons or PAHs; prompt on hydrocarbons or answers involving aromatic compounds]
[10h] In the book The Aromatic Sextet, this scientist proposed his namesake rule for classifying the resonance structures of P·A·H’s. Glidewell and Lloyd extended this scientist’s rule to rings of any size.
ANSWER: Erich Clar [accept Clar’s rule]
[10e] Although it has two benzene moieties, not all bonds in naphthalene have the same length due to the “cross” form of this phenomenon. Sigma bonds interact with partially filled pi orbitals in this phenomenon’s “hyper” form.
ANSWER: conjugation [accept cross-conjugation; accept hyperconjugation]
<FW, Chemistry> | NAFTA-Packet-10
| Heard | PPB | E % | M % | H % |
|---|---|---|---|---|
| 29 | 14.48 | 76% | 52% | 17% |
Conversion
Summary
| Tournament | Edition | Match | Heard | PPB | E % | M % | H % |
|---|---|---|---|---|---|---|---|
| 2026 NAFTA at Stanford | 01/17/2026 | ✓ | 4 | 20.00 | 100% | 75% | 25% |
| 2025 NAFTA Online | 02/14/2026 | ✓ | 4 | 10.00 | 50% | 50% | 0% |
| 2026 NAFTA at Vanderbilt | 02/14/2026 | ✓ | 3 | 13.33 | 67% | 67% | 0% |
| 2025 NAFTA at Toronto | 09/13/2025 | ✓ | 1 | 10.00 | 100% | 0% | 0% |
| 2025 NAFTA at Maryland | 09/27/2025 | ✓ | 1 | 30.00 | 100% | 100% | 100% |
| 2025 NAFTA at Harvard | 10/04/2025 | ✓ | 3 | 16.67 | 67% | 67% | 33% |
| 2025 NAFTA at Oxford | 10/11/2025 | ✓ | 2 | 15.00 | 100% | 50% | 0% |
| 2025 NAFTA at Chicago | 11/08/2025 | ✓ | 6 | 13.33 | 67% | 50% | 17% |
| 2025 NAFTA at Columbia | 11/08/2025 | ✓ | 5 | 12.00 | 80% | 20% | 20% |