Question
Four different types of these compounds can be produced as products if both starting materials have alpha-hydrogens. For 10 points each:
[10m] Name these beta-hydroxy carbonyl compounds formed when an enolate (“EE-no-late”) attacks a carbonyl. These compounds are named for the fact that many of them have an alcohol and an aldehyde.
ANSWER: aldols [accept aldol addition or aldol condensation]
[10h] An aldol condensation is followed by one of these reactions in the ring-forming Robinson annulation. This named reaction involves a soft nucleophile attacking the beta-carbon of an alpha-beta unsaturated carbonyl.
ANSWER: Michael addition [prompt on conjugate addition]
[10e] Condensation after an aldol addition can be prevented by performing the reaction in a cold bath made with this substance. This is the solid form of carbon dioxide.
ANSWER: dry ice [reject “ice”]
<Chemistry>
Summary
| 2023 ACF Winter @ Columbia | 11/11/2023 | Y | 9 | 12.22 | 100% | 22% | 0% |
Data
| Bard A | NYU B | 0 | 0 | 10 | 10 |
| Columbia A | Penn A | 0 | 0 | 10 | 10 |
| Vassar | Haverford | 0 | 0 | 10 | 10 |
| NYU A | Rutgers A | 0 | 0 | 10 | 10 |
| Penn B | Rutgers B | 10 | 0 | 10 | 20 |
| Rowan A | Princeton A | 0 | 0 | 10 | 10 |
| Yale A | Cornell C | 10 | 0 | 10 | 20 |
| Yale B | Columbia B | 0 | 0 | 10 | 10 |
| Princeton B | Yale C | 0 | 0 | 10 | 10 |