Question

In 2012, Byrne and Gilheany affirmed this reaction progresses differently in salt-containing and salt-free conditions, with the latter scenario being susceptible to “stereochemical drift.” (15[1])A [2+2] cycloaddition begins one of this reaction’s two mechanisms that sees the formation of a “closed” four-membered ring intermediate. One reagent is replaced with an ester carbanion in a variant of this reaction partly named (15[1])for Leopold (15[1])Horner. This reaction’s intermediate exists in an equilibrium between (*) betaine (“bay-tah-een”) and oxaphosphetane (“ock-sah-FOSS-fuh-tain”) forms. (10[1])Phenyllithium (10[1])aids in the preferential formation of (E)-isomers in this reaction’s (10[1])Schlosser modification. This is the most popular reaction used to convert a carbonyl into an alkene. A German chemist names, (-5[2])for 10 points, (-5[1])what reaction that makes use of triphenyl phosphonium (10[2])ylide reagents? (10[1])■END■ (10[4]0[12])

ANSWER: Wittig reaction [or Wittig olefination; accept Wittig reagent; accept Horner-Wadsworth-Emmons reaction or HWE reaction until “Horner” is read]
<Kane Nguyen, Chemistry>
= Average correct buzz position

Summary

2024 Penn Bowl Playtest10/12/2024N4100%75%0%59.00
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Buzzes

PlayerTeamOpponentBuzz PositionValue
Yash MandaviaIllinois BIllinois A2315
Adam FineChicago AWUSTL5915
Matt SchiavoneNorthwestern AMinnesota6115
Tim MorrisonStanfordBerkeley A7410
Jacob FinleyNotre Dame BIndiana A7510
Shahar SchwartzBerkeley CBerkeley B8510
Stephen WalshNorthwestern BChicago B105-5
Moses KitakuleColumbiaNYU A105-5
Zach JosephNotre Dame APurdue108-5
Sinecio MoralesJHU APrinceton11610
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Ryan RosenbergNYU AColumbia11810
Rachel FanousMichigan APittsburgh1190
David NeimanCarnegie MellonMichigan B11910
Raifton BartlingMichigan StateOhio State A1190
Aditya PatnaikOhio State BOhio State C1190
Rohan Navaneetha RajOhio State COhio State B1190
Jacob GoodsonOhio State AMichigan State1190
Kennedy GallaherNotre Dame CIllinois C1190
David MathewPurdueNotre Dame A11910
Logan MathisSIUEIndiana B11910
Coby TranChicago BNorthwestern B11910
Jiping FangIllinois CNotre Dame C1190
Trenton BurgessIndiana BSIUE1190
Patrick TorreMarylandNYU B1190
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