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Organic Reactions
YGK These Organic Reactions
| Question | Answer |
|---|---|
| Loss of electrons | Oxidation |
| Gain of electrons | Reduction |
| Oxidation effect on C–H bonds | Decrease |
| Reduction effect on C–H bonds | Increase |
| Chromium-based oxidants | PCC or Jones’ reagent |
| Hydride reducing agents | Sodium borohydride (\(NaBH_{4}\)) or lithium aluminum hydride (\(LiAlH_{4}\)) |
| Two molecules combine with no loss of atoms | Addition reaction |
| Regioselectivity rule for addition reactions | Markovnikov’s rule |
| Group replaced in a substitution reaction | Leaving group |
| Bimolecular nucleophilic substitution | SN2 |
| Unimolecular nucleophilic substitution | SN1 |
| Substitution reaction step forming a carbocation | SN1 |
| Opposite of an addition reaction | Elimination reaction |
| Requirement for \(E2\) reactions | Anti-periplanar arrangement |
| Regioselectivity rule for elimination (forming most substituted alkene) | Zaitsev’s rule |
| Two molecules combine with loss of a small molecule (usually water) | Condensation reaction |
| Two carbonyls combine to form an alpha–beta unsaturated ketone | Aldol condensation |
| Intermediate in base-catalyzed aldol condensation | EnolateAddition of H2 to a molecule |
| Byproduct of incomplete hydrogenation of fats | Trans fats |
| Molecule that cannot be superimposed on its mirror image | Chiral |
| Cycloaddition of a diene and a dienophile | Diels–Alder reaction |
| Typical product of a Diels–Alder reaction | Six-carbon cyclohexene ring |
| Diels–Alder preference for orbital overlap maximization | Endo product |
| Electron flow in Diels–Alder | HOMO of diene to LUMO of dienophile |
| HOMO | Highest occupied molecular orbital |
| LUMO | Lowest unoccupied molecular orbital |