Question
Toluene is used as a solvent in the Henbest modification of this reaction. For 10 points each:
[10m] Name this reaction, whose first step involves converting a carbonyl to a hydrazone using hydrazine and a strong base. This reaction used to form methylene groups is named for a German and Russian chemist.
ANSWER: Wolff-Kishner reaction [or Wolff-Kishner reduction; prompt on reduction]
[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>
Summary
| 2024 Penn Bowl Florida | 10/26/2024 | Y | 2 | 10.00 | 100% | 0% | 0% |
| 2024 Penn Bowl Harvard | 10/26/2024 | Y | 4 | 15.00 | 100% | 50% | 0% |
| 2024 Penn Bowl UK | 10/26/2024 | Y | 5 | 8.00 | 80% | 0% | 0% |
| 2024 Penn Bowl UNC | 10/26/2024 | Y | 3 | 10.00 | 100% | 0% | 0% |
Data
| Virginia Tech A | RIT A | 0 | 10 | 0 | 10 |
| UNC A | Duke A | 0 | 10 | 0 | 10 |
| UNC C | UNC B | 0 | 10 | 0 | 10 |