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Organic Chemistry
MCAT Study Cards
| Question | Answer |
|---|---|
| Substrate: NaH and aldehyde/ketone | enolate formation |
| Substrate: LDA and aldehyde/ketone | enolate formation, approaches least hindered carbon |
| Substrate: NaOH + H2O and aldehyde | aldol condensation |
| Substrate: NaOH + H2O, heat, and aldehyde | aldol condensation with elimination |
| Substrate: NaCO3 and aldol with double bond | retro-aldol |
| Substrate: H2O and aldehyde/ketone | hydration |
| Substrate: TsOH, heat, ketone, and OH----OH | protecting group |
| Substrate: aldehyde, 1.Ag, OH, NH3, 2. H3O+ | oxdizing aldehyde (add OH group) |
| Substrate: NaBH4, EtOH, and primary or secondary aldehyde | alcohol formation |
| Substrate: 1. LAH, ether, 2. H3O+, carboxylic acid | alcohol formation |
| Substrate: carboxylic acid, primary amine, DCC | amide formation |
| Substrate: aldehyde, primary amine, HCl | imine formation |
| Substrate: aldehyde, secondary amine, HCl | enamine formation |
| Substrate: alcohol and Jones | carboxylic acid formation |
| Substrate: alcohol and PCC | aldehyde |
| Substrate: carboxylic acid, 1. NaOH, 2. Acyl chloride | acid anhydride formation |
| Substrate: carboxylic acid, 1. Br2, PBr3, 2. H2O | alpha substitution of carboxylic acid with bromine |
| Substrate: ketone, alcohol, H2SO4 | ester formation |
| Substrate: carboxylic acid, R'OH, HCl | esterification |
| 1H NMR 6.5-8 | aromatic |
| 1H NMR 5-6 | alkene |
| 1H NMR 9-10 | aldehyde |
| 1H NMR 0-1.8 | alkyl |
| 1H NMR 2 | alkyne |
| 1H NMR 2.5-4.5 | halogen, OR, amine |
| IR 1735-1680 | C=O |
| IR 1680-1620 | C=C |
| IR 2260-2100 | C triple bond |
| IR 2260-2220 | CN |
| IR 3300-2700 | C-C |
| IR 3150-2500, md | N-H |
| IR 3650-3200, br | O-H |
| Substrate: ketone, 1. MgBr-CR, ether, 2. H3O+ | carbon additions |
| Tollen's reagent Ag, and Benedict's reagent Cu | reduce sugars with hemiacetal groups |
| Ksp | solubility principle Ksp = concentrations of products # > Ksp results in precipitation |
| principal quantum number | size of an electron cloud |
| angular quantum number | shape of an orbital |
| magnetic quantum number | orientation in space of a particular orbital |
| degree of unsaturation | (2C + 2 + N-X-H)/2 |
| HCl | strong acid |
| HBr | strong acid |
| HI | strong acid |
| HNO3 | strong acid |
| HClO3 | strong acid |
| HClO4 | strong acid |
| H2SO4 | strong acid |
| LiOH | strong base |
| NaOH | strong base |
| KOH | strong base |
| RbOH | strong base |
| CsOH | strong base |
| Ca(OH)2 | strong base |
| Sr(OH)2 | strong base |
| Ba(OH)2 | strong base |