Question

Early attempts to synthesize this molecule with hydroiodic acid at high temperatures failed due to a methyl shift discovered by Markovnikov, Kishner, and Zelinsky. Mixtures of this molecule and methanol form a binary liquid that displays critical opalescence. Sebacoyl chloride is dissolved in this compound and forms a thin, pullable fiber when reacted with hexa·methyl·ene·di·amine (-5[2])in water (-5[2])in the nylon (-5[1])rope trick experiment. (-5[1])This molecule is produced when a precursor whose NMR (-5[1])spectrum consists of a single peak at 7.3 ppm is hydrogenated with Raney nickel. (-5[3])The added steric bulk created (10[1])from adding a substituent (-5[1])to this molecule can be quantified with A-values. (10[2])The (-5[1])sterics (10[1])between (10[1])this (10[1])molecule’s flagpole hydrogens (10[1]-5[1])make its boat conformation (10[1])less (-5[1])stable (10[1])than its chair conformation. (10[1])For 10 points, (10[1])name this cyclic alkane with formula C6H12. ■END■ (10[9]0[4])

ANSWER: cyclohexane
<Chemistry>
= Average correct buzz position

Summary

2025 ACF Nationals04/19/2025Y2483%0%58%117.85

Buzzes

PlayerTeamOpponentBuzz PositionValue
Russell NipBritish ColumbiaNYU54-5
Geoffrey WuColumbia AIllinois A54-5
Matt SchiavoneNorthwesternNorth Carolina A56-5
Jason ZhangToronto CToronto B56-5
Benjamin ChapmanToronto AChicago A59-5
Anuttam RamjiUC Berkeley BYale62-5
Shardul ParthasarathyIllinois BColumbia B71-5
Swapnil GargUC Berkeley AIndiana85-5
Liam KusalikWaterloo ARutgers85-5
Joy AnHarvardVirginia Tech85-5
Tiffany ZhouFloridaWaterloo B9010
James WangOttawaPenn State94-5
Richard NiuCornell AChicago B10210
Bryan UgazArizona StateWUSTL B10210
Yashwanth BajjiMichiganNorth Carolina B103-5
Neal JoshiWUSTL AStanford10410
Amogh KulkarniGeorgia StateLSE10510
Sinecio MoralesJohns HopkinsIowa State10610
Shourjo GanguliOhio StateCornell B109-5
Jonathan HuangMITTexas10910
Cade ReinbergerRITWinona State11310
Rohan DalalGeorgia TechMinnesota114-5
Shiva TegullaUCFVanderbilt11510
Andy YuMarylandVirginia11910
Alan XieYaleUC Berkeley B12210
Eshan PantNYUBritish Columbia13010
Ted GanPenn StateOttawa13010
Andrew WangIllinois AColumbia A13010
Alex AkridgeIndianaUC Berkeley A13010
Yared TadesseCornell BOhio State1300
Crow HeNorth Carolina BMichigan1300
Thomas GlotfeltyVirginia TechHarvard1300
Adam FineChicago AToronto A13010
Kunaal ChandrashekarToronto BToronto C13010
Foster HughesMinnesotaGeorgia Tech1300
Kushal AluruRutgersWaterloo A13010
Rasheeq AzadNorth Carolina ANorthwestern13010
Derek ChenColumbia BIllinois B13010