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Packet 7: Bonus 4

Description acceptable. This phenomenon was first observed during the conversion of chlorosuccinic acid to malic acid using silver oxide and phosphorus pentachloride. For 10 points each:
[10h] Name this phenomenon that occurs during SN2 reactions due to the requirements for HOMO–LUMO overlap to form a tetrahedral intermediate in the transition state.
ANSWER: Walden inversion [accept answers mentioning the flipping or changing of stereochemistry; accept inversion of configuration]
[10e] Like SN2 reactions, the opening of these molecules occurs through a “back-side” attack that may involve a Walden inversion. These highly-strained functional groups are three-membered cyclic ethers.
ANSWER: epoxides [accept oxiranes]
[10m] Walden inversion can also occur during this reaction, where an alcohol is converted into an ester using triphenylphosphine and catalysts like DEAD or DIAD.
ANSWER: Mitsunobu reaction
<Georgia Tech A, Chemistry> | G. Prelims 7 - Georgia Tech A + Berkeley A + Bruin + Georgetown

HeardPPBE %M %H %
2114.2962%29%52%

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Conversion

TeamOpponentPart 1Part 2Part 3TotalParts
British ColumbiaUCF10101030HEM
Chicago ATexas1001020HM
Columbia ACambridge0000
Columbia BMaryland A0000
HarvardWashU10101030HEM
Illinois ABrown1010020HE
MITCornell10101030HEM
MichiganChicago B0000
NYU ANorthwestern B010010E
NYU BIndiana010010E
North CarolinaVirginia1010020HE
Northwestern AGeorgia Tech C1010020HE
Ohio StateSwarthmore1010020HE
Penn StateToronto A0000
PurdueMaryland B1010020HE
Stanford AToronto B10101030HEM
Stanford BJohns Hopkins0000
UCLAGeorgia Tech B100010H
VanderbiltUC Berkeley B0000
Virginia TechMinnesota0101020EM
WaterlooPittsburgh010010E

Summary

TournamentEditionMatchHeardPPBE %M %H %
Main Site2026-04-17✓2114.2962%29%52%