Question

Carbonyls are converted into alkanes using a reagent mix consisting of a strong base and this compound during Wolff-Kishner reduction. For 10 points each:
[10m] Name this compound also employed in liberating an amine from a phthalimide during the second step of the Gabriel synthesis. This compound is typically industrially synthesized via the Olin Raschig process.
ANSWER: hydrazine [accept diazine; accept N2H4 or NH2NH2 or H2NN2H]
[10e] This gas is formed as a byproduct after hydrazone decomposition in the Wolff-Kishner reaction. Ammonia is formed from the hydrogenation of this diatomic gas in the Haber-Bosch process.
ANSWER: nitrogen gas [or N2]
[10h] In a modification to the Wolff-Kishner reaction named for this chemist, the use of tert-butoxide in the second step allows for the reaction to occur at room temperature. In an inductive rule name for this man, nucleophiles prefer to attack the side of an asymmetric carbonyl containing the smaller group.
ANSWER: Donald Cram [or Donald James Cram; accept Cram modification, accept Cram’s rule]
<Ezra Santos, Chemistry>

Back to bonuses

Summary

2024 Penn Bowl Berkeley11/02/2024Y210.00100%0%0%
2024 Penn Bowl CWRU11/02/2024Y410.00100%0%0%
2024 Penn Bowl Chicago11/02/2024Y811.25100%13%0%
2024 Penn Bowl Mainsite11/02/2024Y310.00100%0%0%
2024 Penn Bowl Texas11/02/2024Y210.00100%0%0%
2024 Penn Bowl Florida10/26/2024N210.00100%0%0%
2024 Penn Bowl Harvard10/26/2024N415.00100%50%0%
2024 Penn Bowl UK10/26/2024N58.0080%0%0%
2024 Penn Bowl UNC10/26/2024N310.00100%0%0%

Data

Berkeley ABerkeley B010010
StanfordBerkeley C010010
Michigan AOhio State C010010
Ohio State BMichigan State010010
PittsburghOhio State A010010
Carnegie MellonMichigan B010010
Illinois AChicago B1010020
Indiana ANorthwestern B010010
Northwestern AIndiana B010010
MinnesotaChicago A010010
MarylandNYU B010010
NYU AJHU A010010
PrincetonColumbia010010
HoustonTAMU010010
Illinois BNotre Dame C010010
PurdueIllinois C010010
SIUENotre Dame A010010
Texas ATexas B010010
WUSTLNotre Dame B010010