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

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 Florida10/26/2024Y2100%50%0%92.00
2024 Penn Bowl Harvard10/26/2024Y475%25%0%66.33
2024 Penn Bowl UK10/26/2024Y580%40%20%87.50
2024 Penn Bowl UNC10/26/2024Y3100%33%33%89.67
2024 Penn Bowl Berkeley11/02/2024N2100%0%0%79.50
2024 Penn Bowl CWRU11/02/2024N425%0%0%119.00
2024 Penn Bowl Chicago11/02/2024N888%38%25%82.14
2024 Penn Bowl Mainsite11/02/2024N367%0%33%117.00
2024 Penn Bowl Texas11/02/2024N250%0%0%116.00

Buzzes

PlayerTeamOpponentBuzz PositionValue
Joy AnHarvard AHarvard B4315
Justin Lee3HK1MMGressenheller A5015
Ilyas ChoukriVirginia Tech ARIT A5015
Vincent DuUNC ADuke A51-5
Abigail TanFour Times I Have Despised My SoulLimp Chriskit6215
Bill ZhaoUF CUF B6615
Anurag SodhiMITYale A7410
Andres CordobaYale BBrandeis8210
Michael EngUNC BUNC C10310
Eveline OngOxford School for QuiznessSay it109-5
Jacob EgolDuke AUNC A11610
Khanh NguyenUF AUCF11810
Peter ScullyTuftsBU1190
Eren MicheletBUTufts1190
Delia CropperSay itOxford School for Quizness1190
Brendan BethlehemSortedLSE11910
Ethan WebbThe Crying of Team 49See it1190
Agnijo BanerjeeSee itThe Crying of Team 4911910