Tossup

Linkages named for this functional group join the monomers of the 3D printing filament (10[1])PLA. (-5[1])Compounds with this functional group and acyl (“ace-ill”) chlorides react with [emphasize] two equivalents of Grignard reagent to form tertiary alcohols. Cyclic (10[1]-5[2])varieties of these compounds (10[1]-5[2])are known as lactones. (10[6]-5[8])Examples (10[1]-5[2])of these (10[1])compounds (10[3]-5[4])such as (-5[1])triglycerides (-5[1])can be hydrolysed (10[2]-5[4])with (10[1]-5[2])sodium (10[2])hydroxide (-5[4])in (-5[1])saponification. (10[4]0[1]-5[6])Names (10[1]-5[1])of these (-5[1])compounds (10[1]-5[1])feature the (-5[1])suffix “-oate,” (-5[2])(“oh-ate”) as (10[1])in (10[1]-5[2])methyl propanoate (10[1]-5[2])(“pro-PAN-oh-ate”). In (10[1])a reaction named (10[1]-5[1])for Emil Fischer, (10[3])these compounds are synthesized (10[6])by (10[2])refluxing (10[1])an alcohol (10[2])with a carboxylic acid. (10[2]-5[1])For 10 points, an R-C-O-O-R’(“R-C-O-O-R-prime”) group (10[1]-5[3])characterizes (10[1])what (10[1]-5[1])fruit-scented compounds? (10[1])■END■ (10[5])

ANSWER: esters [accept Fischer esterification; accept ester linkages; prompt on lactones until read]
<Editors, Chemistry>
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Buzzes

PlayerTeamOpponentPositionValue
Advai SrinivasanUC IrvineUCLA C1310
Liam RojasVirginia ANCSU A14-5
Juan LandaetaFlorida State AFlorida Tech B34-5
Ilyas ChoukriVirginia Tech AWilliam & Mary A3410
Dustin SandersChicago BIndiana B34-5
Eric CameronMichigan State CCWRU C38-5
Matthew BucekGeorge Mason AMaryland C38-5
Oliver WestCambridge BLSE3810
Aaryan SumeshBerkeley Archer QueenBerkeley Skeleton King42-5
Kevin HendargoUCSD AClaremont A4210
Daniel RosadoUCLA DUCLA F4210
Denali Tran-LeMcGill BOttawa A4210
Jeremy KimToronto FMcMaster A42-5
Pace KleinCWRU BOhio State B42-5
Enina EdosomwanCWRU ALouisville D4210
Jason ThieuMichigan State AMichigan D42-5
Snehan SarochLouisville AOhio State C4210
Rohit ChintalaMaryland BNYU C4210
Eric MorshedJohns HopkinsRutgers D42-5
Sophia MadrazoPurdue BRose-Hulman A42-5
Martin BrandenburgGeorgia AAuburn A42-5
Vishrut PisupatiImperial BBirmingham42-5
Liam HendersonMcMaster BToronto B43-5
Jeremy ScurlockChipola CollegeMontevallo4310
Nathan WhittingtonTennessee AVanderbilt B43-5
Joseph StromLouisville BMichigan State D4510
Jackson CrickardClaremont BClaremont C46-5
Alden ThompsonCarleton AMcGill E4610
Yun LohPennVassar A46-5
Matthew WestleyPurdue AWashU Grizzlers46-5
Amelia ReesDurham AYork4610
Ahmed AzhariCambridge ECambridge A4610
Judah SolomonImperial DCambridge C46-5
Olivia DingTexasWashington Coho48-5
Musa AhmedEdinburgh CEdinburgh A49-5
Miriam LeeQueen's AToronto I52-5
Jacob GoodsonOhio State AOhio State D52-5
Nick SmemoeUNC AVirginia Tech B5210
Cooper MorrisColumbia BColumbia A52-5
Ethan MaIllinois BlueIndiana A52-5
George MatsumuraWashington ChumWashington Pink5210
Huy LaiUCSCBerkeley Mighty Miner53-5
Fern FangVCU AUNC C5310
Alex DzurickWilliam Woods University APurdue D53-5
Charlie RuffMcGill AOttawa B5410
Sarah DongMichigan AMichigan C5410
Danny HanStanford BBerkeley Boss Bandit55-5
Teddi MaggayUC Santa BarbaraUCSD B55-5
Rishi SwaminathanNYU BStony Brook55-5
Arthur ZhangPurdue CChicago A55-5
Yishak KelkayERAU Daytona AFlorida Tech A56-5
Lucas HallWaterloo CBrock A57-5
Susanna LiaoWaterloo AToronto G5710
Nishad JoshiKentuckyMichigan State B57-5
Zoe BrennanVirginia Tech CLiberty C57-5
Kelvin NiNYU AGeorge Mason C57-5
Francis DinhIllinois CanadaIllinois Champaign57-5
Brendan LiawBritish Columbia AWashington Steelhead5710
Jonathan HoAlberta BBritish Columbia C5710
Gabrielle SmithAuburn AGeorgia A570
Nitish SudhakarGeorgia Tech AGeorgia Tech D57-5
Jake ScovilleRIT BRochester5710
Jesse MindelNCSU AVirginia A5810
Liam MarklandAlberta AWashington Chinook58-5
Asheton WilbanksClemson BGeorgia Tech F60-5
Daniel ChenEmory ATennessee Tech61-5
James Carrick-LawsonSouthamptonOxford6110
Siheon LeeImperial CWarwick63-5
Niyanthi YamunanGeorgia Tech ETennessee B65-5
Veer VanmaliMississippi State AVanderbilt A65-5
Michael ShipmanCambridge DCardiff6610
Platon GorokhovToronto EToronto C67-5
Alex MayernickLehigh ARowan67-5
Johnathan AhdoutPrincetonRutgers C6710
David YuanBerkeley Little PrinceStanford A69-5
Tristan ScarlettOttawa DMcGill C6910
Alex IrvineSheffield AEdinburgh D69-5
Shaya FarahmandGeorgia Tech BClemson A7010
Andrew NucciUCLA BUCLA E7310
Sicheng JiangToronto HMcMaster C73-5
Charlie RickardsOttawa CCarleton B7610
Christian HumeniukMcMaster AToronto F7610
Camden WalkerWashU GrolarsIowa B7610
Hansen JinBerkeley Skeleton KingBerkeley Archer Queen8010
Will MarcotteToronto DGuelph A8010
James XiaoToronto AWaterloo B8010
Asish MadarapuUNC DWilliam & Mary B8010
Gannon SmithMaryland AGeorge Mason B8010
Owen GibbsBoston College BSouthern Connecticut State University A8010
Anna LiaoMichigan BWVU A8110
Carly HemaniJMU ATusculum A8110
Caleb SlusherSouth Carolina AAuburn C8210
James O'ReillyArizona State ABoise State8410
Alex HestermannWashington SockeyeWashington Masu8410
Peyton LeggUCF AFlorida B88-5
Ben WengMacalesterWisconsin A8810
Stephen DonoghueSheffield BDurham B8810
Ezra SiegartelVassar BLehigh B93-5
Rob MorrisDurham DDurham C93-5
James HeadonEdinburgh AEdinburgh C9310
Connor YuCornell CBinghamton A93-5
Shivam SaxenaGeorgia Tech FClemson B9410
Drew WetterlindIowa StateMichigan Tech9510
Juliette FlatauImperial ABristol95-5
Emilie MooreRIT ABinghamton C9710
Stephen OttewellToronto BMcMaster B9810
Ethen SunToronto CToronto E9810
Akhil UpadrastaOhio State DOhio State A9810
Theodor MartinWashU GrizzlersPurdue A9810
Advaith JagannathCambridge CImperial D9810
Suren GrigorianBerkeley Mighty MinerUCSC9910
Sarah SilvermanClaremont CClaremont B9910
Ethan RirieUCSD BUC Santa Barbara9910
Chris ChangUSC AUSC B990
Vivienne RuemlerUSC BUSC A990
Thomas BrittainMcMaster CToronto H990
Hafsa ShaikhToronto IQueen's A9910
Tinashe SandySouth Florida AFlorida A9910
Miles PhillipsFlorida Tech BFlorida State A990
Pranet SirikondaOhio State BCWRU B9910
Oliver ThompsonCWRU DWVU B990
Pratham BhanushaliWVU BCWRU D990
Nico PascualMichigan State BKentucky990
Varun RamanathanMichigan DMichigan State A9910
Arjun SaulnierCWRU CMichigan State C9910
Andrea OwusuDuke AUNC B990
Alma GazzanigaUNC BDuke A990
Gabriel DoddsLiberty CVirginia Tech C990
Andrew WuColumbia AColumbia B9910
John ShellyRowanLehigh A990
Daniel AbramsRutgers BRutgers A9910
Jun ChenGeorge Mason CNYU A990
Alex WongRutgers DJohns Hopkins9910
Elizabeth ZibermanStony BrookNYU B990
Eli YoungVassar APenn990
Claire WilsonLehigh BVassar B9910
Saswat Sasha TripathiChicago APurdue C9910
Elizabeth BowlingIndiana BChicago B990
David BlackIllinois ChampaignIllinois Canada990
Ba Loc DinhIllinois UrbanaIllinois Orange9910
Tobias CortesIndiana AIllinois Blue9910
Austin TranRose-Hulman APurdue B9910
Eugene KimPurdue DWilliam Woods University A9910
Ben StrasWisconsin CMinnesota990
Henry L'HeureuxMinnesotaWisconsin C990
Connor KingSt. ThomasWisconsin B990
Sruti BanerjeeWashington ChinookAlberta A9910
Luke HoutzArizona State BBritish Columbia B990
Henry Rutherford-BraunBritish Columbia BArizona State B990
Alice Ton NuWashington CohoTexas990
Sonali SrikanthGeorgia Tech DGeorgia Tech A990
Richard D’AngeloTennessee BGeorgia Tech E990
Darren KellisVanderbilt AMississippi State A9910
Daniel SlaterTennessee TechEmory A9910
Jerry LinVanderbilt BTennessee A990
James BramleyDurham CDurham D990
Thomas PophamEdinburgh DSheffield A9910
Eve GatleyBristolImperial A9910
James MoggBirminghamImperial B9910
Sia KaliaWarwickImperial C9910
Peter SmithBinghamton ACornell C990
Ben GardbergCornell BCornell A990
Megan EnglehartESFCornell D990
Alex FormanCornell DESF9910

Summary

TournamentEditionTUHConv. %Neg %Average Buzz
UK (North)UK580%60%81.50
UK (South)UK8100%50%75.75
Northern CaliforniaUS450%100%89.50
Southern CaliforniaUS786%29%61.33
Eastern Canada (1)US5100%0%57.40
Eastern Canada (2)US978%67%84.00
FloridaUS425%75%99.00
Great LakesUS1182%45%73.22
Lower Mid-AtlanticUS875%25%59.67
Upper Mid-AtlanticUS1100%100%99.00
Upper Mid-AtlanticUS956%67%77.40
Upper Mid-AtlanticUS250%50%99.00
MidwestUS978%78%95.57
NorthUS450%0%91.50
NortheastUS1100%0%80.00
PacificUS875%25%72.17
SoutheastUS1060%70%81.17
Upstate NYUS560%20%84.33