Question
Pyridinium chlorochromate, or PCC, is a reagent that can perform a mild type of this reaction. For 10 points each:
[10e] Name this type of reaction exemplified by the conversion of an alcohol to a carbonyl group, such as in one named for Jones. This type of reaction corresponds to a loss of electrons.
ANSWER: oxidation [accept Jones oxidation]
[10m] This oxidation converts an alcohol to a carbonyl using oxalyl chloride in an “activated DMSO” reaction. The notoriously odorous dimethyl sulfide is produced as a byproduct of this reaction.
ANSWER: Swern oxidation
[10h] The Corey–Kim oxidation uses dimethyl sulfide and a chlorine derivative of this compound. Bromine radicals used for allylic bromination come from a derivative of this compound in the Wohl–Ziegler reaction.
ANSWER: succinimide [or N-chlorosuccinimide or N-bromosuccinimide; prompt on NCS or NBS]
<Toronto A, Chemistry>
Summary
| California | 2025-02-01 | Y | 3 | 10.00 | 67% | 33% | 0% |
| Florida | 2025-02-01 | Y | 3 | 6.67 | 67% | 0% | 0% |
| Lower Mid-Atlantic | 2025-02-01 | Y | 6 | 13.33 | 100% | 17% | 17% |
| Midwest | 2025-02-01 | Y | 6 | 16.67 | 100% | 50% | 17% |
| North | 2025-02-01 | Y | 3 | 13.33 | 67% | 67% | 0% |
| Northeast | 2025-02-01 | Y | 5 | 12.00 | 60% | 40% | 20% |
| Pacific Northwest | 2025-02-01 | Y | 2 | 10.00 | 100% | 0% | 0% |
| South Central | 2025-02-01 | Y | 2 | 20.00 | 100% | 50% | 50% |
| Southeast | 2025-02-01 | Y | 4 | 15.00 | 100% | 50% | 0% |
| UK | 2025-02-01 | Y | 10 | 12.00 | 100% | 20% | 0% |
| Upper Mid-Atlantic | 2025-02-01 | Y | 8 | 15.00 | 63% | 63% | 25% |
| Upstate NY | 2025-02-01 | Y | 3 | 6.67 | 67% | 0% | 0% |