Question

Pyrimidine-substituted examples of this functional group are autocatalytically alkylated in the Soai reaction. This functional group is condensed with ammonia and hydrogen cyanide in the first step of the Strecker (10[1])synthesis. (-5[1])Applying (-5[1])DIBAL-H (-5[2])(DIE-bow H), followed by aqueous workup, reduces nitriles to this functional group. (10[2]-5[1])Treating a primary alcohol with pyridinium (10[1])chlorochromate [emphasize] (10[4])mildly (10[1])oxidizes it to (-5[1])this functional (10[2]-5[2])group, rather than a carboxylic (10[8])acid. A (-5[1])“silver mirror” (10[1])forms (10[1])when this (10[2])functional (-5[1])group produces a (10[1])positive (10[1])result (10[1])in the (-5[1])most (10[2])common (10[1])application of the Tollens (10[1])test. The simplest compound with this functional group has the formula (-5[3])CH2O and is a (10[1]-5[1])common (10[1])biological (10[6])preservative. For 10 points, name (10[1])this functional (10[2])group composed of a terminal carbonyl group, unlike a (10[3])ketone. (10[11]0[2])■END■

ANSWER: aldehyde [accept formyl; accept formaldehyde; prompt on carbonyl until read]
<Chemistry>
= Average correct buzz position

Buzzes

PlayerTeamOpponentBuzz PositionValue
Jacob Goodson (DII)Ohio State C (DII)Ohio State A (UG)2910
Srikar VenkatesanPenn BColumbia A30-5
Russell Nip (UG)UBC ASFU31-5
Aditya Patnaik (DII)Ohio State B (DII)Michigan State A32-5
Adsayan GaneshWarwick ADurham B32-5
Zachary KantEmory AGeorgia Tech E44-5
Ezra SantosUChicago AUIUC D4410
Jason Thieu (DII)Michigan State B (UG)Pitt A4410
Ishaan SinghPurdue BPurdue A5010
Vinu HariharBerkeley AStanford A5210
Neal JoshiWashU BUChicago D5210
Neal JoshiWashU BUChicago D5210
Alessandro d'AttanasioCambridge DOxford A5210
Yahwanth Bajji (DII)Michigan AKenyon B (DII)5310
Mitchell Hackett (D2)Central OklahomaOregon State56-5
Michal Gerasimiukstanford MBerkeley B5810
Arjun Saulnier (DII)CWRU C (UG)Michigan State C (UG)58-5
Faiz AhmedBirminghamLSE B5810
Oscar DespardCambridge ASouthampton A58-5
Tianyu XuGeorgia Tech AGeorgia Tech C6310
Alex WongRutgers AJohns Hopkins A6310
Dylan Dexter (D2)Ole MissIowa6310
Roman BassettUF DUF C6310
Khanh NguyenUF AFlorida Tech A6310
Rachel BenthamCambridge BManchester6310
Joel DickerSouthampton BDurham A6310
Danny FisherWarwick BLSE A6310
Claire Bennett (UG)Vassar ATexas D65-5
Allan LeeStanford LBerkeley C6710
Jackson Hopper (UG)Mississippi StateColorado College6810
Tiffany ZhouUF BUF F7010
Justin LeeImperial ACambridge C7010
Henry BylinowskiAuburn AEmory B71-5
Euan McCubbin (UG)UW BUBC B7410
Braden Booth (D2)MissouriArkansas7510
Benny FeldmanUChicago CPurdue C7610
Elizabeth JewlalJohns Hopkins BPrinceton A78-5
Rahul Rao-PothurajuRowan APenn State B7910
Rahul Rao-PothurajuRowan APenn State B7910
Sara SimkinsGeorgia AAuburn B8010
Derrick LiuJohns Hopkins BLehigh A8410
Carter McLeanPrinceton ARutgers C95-5
Rohan KrishnamoorthiWashU CIndiana A95-5
Yash MandaviaUIUC BWashU D95-5
Parker McCoigTennesse AAlabama A99-5
Cyrus ZhouWUSTL ATexas C9910
Teigue KellyPenn State ABard A10010
Malachi LedfordTusculum ATennesse B10110
Geoffrey WuColumbia APenn B10110
Michael HundingUIUC APurdue D10110
Michael HundingUIUC APurdue D10110
Jisoo YooTexas ATexas B10110
Aryan PathakUF EFlorida State University A10110
Ian LuGeorgia Tech FAuburn C10610
FrancisKenyon ACWRU B10810
Lewys JenkinsBristol AVanderbilt10810
Alex AkridgeIndiana AWashU C11710
Amelia ReesDurham BWarwick A11710
Robert BallantyneBristol BOxford B11710
Bharath RamGeorgia Tech DClemson A11810
Zach TsengGeorgia Tech EEmory A11810
Tarun KotiEmory BAuburn A11810
Robert MerchantAlabama ATennesse A11810
Theodor MartinWashU DUIUC B11810
Nadita Shankar (DII)CWRU D (DII)Michigan D (DII)11810
Aswath Karai (DII)Michigan State AOhio State B (DII)11810
Brynn JonesOregon StateCentral Oklahoma11810
Thomas Doyle (UG)Vassar BNYU B11810
Kevin YeSFUUBC A11810
Niru ShakyaFlorida Tech BUCF B1180
Sheikh ArufUCF BFlorida Tech B1180
Zosia MikolajczukSouthampton ACambridge A11810
Jason CekinmezPrinceton AJohns Hopkins B12110
Zayyan MahmoodSouthampton ADurham A13410