Question

Hydrogens on these molecular features can be targeted by nitroalkanes via the vicarious release of a besyl (“beh-sill”) group. Arrows drawn across these features indicate valid sites for “migration” using a rule developed by Erich Clar. Alkyl groups on these features can be rearranged by heating over a zeolite to adjust the ratio of BTX compounds. Amines on these features are replaced by in situ transformation into a salt with nitrous (10[1])acid, followed by cleavage in the presence of copper. Nucleophiles perform a frontside attack at the ipso position (10[1])of these structures, (10[2]-5[1])forming an intermediate (10[1])whose charge is delocalized over five carbons. (10[1])Adding a directing (10[1])group (10[1])to these structures (10[1])can constrain later substitutions to the o- and (10[1])p- (10[1])positions. (10[2])For (10[1])10 points, what structures (10[1])are targeted for electrophilic substitution in a Friedel–Crafts (10[1]-5[1])reaction? ■END■ (10[3])

ANSWER: arenes [or aromatic rings; accept benzene rings, benzenoids, aryl groups, or phenyl groups; accept polycyclic aromatic hydrocarbons; prompt on rings, cycles, cyclic compounds, or conjugated compounds]
<Chemistry>
= Average correct buzz position

Summary

2024 ACF Nationals2024-04-21Y19100%0%11%109.16

Buzzes

PlayerTeamOpponentBuzz PositionValue
Richard NiuCornell AWaterloo6910
Bryan UgazArizona StateYale A8710
Nikhil ChellamNorthwesternPenn9010
Sinecio MoralesJohns HopkinsChicago B90-5
Shahar SchwartzBerkeley AColumbia B9010
Ethan AshbrookMinnesota AColumbia A9310
Andrew WangIllinoisBrown10010
Rasheeq AzadNorth Carolina BChicago D10310
Jason ZhangToronto BMichigan10410
Joy AnHarvardMinnesota B10710
Tiffany ZhouFloridaToronto A11510
Rohan ShelkeBerkeley BIowa State11610
Paul LeeWUSTL ARutgers11710
Lydia TarekegnYale BTruman State11710
Asha BasuMcGillClaremont Colleges11810
Vincent DuNorth Carolina AKentucky12210
Aidan FeinVanderbiltMaryland130-5
Alex AkridgeIndianaVirginia13010
Connor BlakeChicago BJohns Hopkins13210
Karthik PrasadCornell BSouth Carolina13210
Andy YuMarylandVanderbilt13210