DAT Organic Chemistry Study Guide Review

This DAT prep video tutorial provides a review of organic chemistry for those taking the dental admissions exam. It provides plenty of notes, examples, and practice questions with reaction mechanisms to help you learn the most important topics in organic chemistry. You should definitely incorporate flashcards to help you memorize some important reactions.

Full DAT Course Review:
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Here is a list of topics:

1. Hybridization – s, sp, sp2, sp3, Molecular Geometry, and Bond Angle
2. Functional Groups – Ketones, Aldehydes, Ethers, Esters, Nitriles & Amides
3. Formal Charge, Resonance Structures, Boiling Point, & Water Solubility
4. Carbocation, Carbanion, Radical, and Alkene Stability
5. Primary, Secondary, and Tertiary Hydrogen & Carbon atoms, Amines, & Alcohols
6. Acidity & Pka – Brownsted Lowry & Lewis Acids & Bases – Acid Strength
7. Newman Projections, Chair Conformations, Cycloalkanes & Fischer Projections
8. Radical Bromination and Monochlorination Reactions
9. Chiral Carbon Atoms, Stereocenters, Stereoisomers, R & S Absolute Configuration
10. Stereochemistry – Enantiomers, Meso Compounds, Diastereomers and Constitutional Isomers
11. Optical Purity, Enantiomeric Excess, & Observed Rotation
12. Electrophilic Addition Reactions of Alkenes – Hydration & Hydrohalogenation Mechanism
13. Hydroboration Oxidation and Oxymercuration Demercuration Reaction of Alkenes
14. Syn Hydroxylation, Ozonolysis, Carbene Reactions, Hydrogenation, & Epoxidation
15. Hydrogenation of Alkynes Into Alkanes and Cis / Trans Alkenes - Lindlar’s Catalysts vs Na & NH3
16. Alkyne Synthesis Reactions Using Acetylene and NaNH2
17. SN2, SN1, E1, E2 Reaction Mechanism Chart – Polar Protic vs Aprotic Solvents
18. Leaving Groups, Nucleophile Strength, Steric Hindrance, Bulky Bases
19. SN2 Inversion of Stereochemistry vs SN1 Racemic Mixture & Anti E2 Elimination
20. Zaitsev vs Hoffman Product – E2 Reaction
21. Reactions of Alcohols – HBr, PBr3, SOCl2, H2SO4, H3PO4, PCC, H2CrO4, KMnO4, Na2Cr2O7
22. Acid Catalyzed E1 & E2 Dehydration Reactions of Alcohols
23. Hydride Shift, Methy Shift, and Ring Expansion Carbocation Rearrangements
24. Williamson Ether Synthesis Reactions and Bimolecular Dehydration Reaction of Alcohols
25. Acid Catalyzed Cleavage of Ethers With HBr and HI
26. Acid and Base Catalyzed Cleavage of Epoxides With CH3O- and CH3OH / H+
27. Oxidation of Primary and Secondary Alcohols
28. Reduction of Aldehydes & Ketones With NaBH4, LiAlH4,
29. Grignard, Gilman, DiBAH, and Organic Lithium Reagents – Synthesis Practice Questions Included
30. HIO4 Periodic Acid Cleavage of 1,2 Diols
31. 1,3-Butadiene Reactions With Br2, Cl2, and HBr – 1,2 vs 1,4-Addition – Kinetic vs Thermodynamic Products.
32. Diels Alder Reaction – Diene vs Dienophile – Endo vs Exo Product – S-Trans vs S-Cis Conformation
33. UV/Vis Spectroscopy – Conjugated Alkenes, 200-400nm Wavelength
34. Aromatic, Antiaromatic, vs Nonaromatic Compounds – Huckel’s Rule – 4n+2
35. Nomenclature – Benzene Derivatives – Aniline, Anisole, Toluene, Xylene, Styrene, Napthalene
36. Electrophilic and Nucleophilic Aromatic Substitution Reaction Mechanism
37. Nitration, Sulfonation, Friedel Crafts Alkylation & Acylation, Bromination & Chlorination
38. Benzene Reactions – HNO3, H2SO4, CH3Cl / AlCl3, Br2 / FeBr3, SO3 / H2SO4
39. Arenediazonium Salts – NaNO2 / HCl or HNO2 – Sandmeyer Reaction – CuCl, CuBr, CuCN
40. Enolate Ions, LDA, Kinetic vs Thermodynamic Product
41. Alpha Hydrogen Substitution Reactions – Br2, OH-,
42. Acetal Formation, Imine, Enamine, Wittig Reaction, Stork Reaction, and Enol Keto Tautomers
43. Reactions of Amines, Gabriel Synthesis, Nitrile Reduction, Reductive Amination
44. Hoffman and Curtius Rearrangement, Cope & Hoffman Elimination & HVZ Reaction
45. Carboxylic Acid Derivatives – Acid Chlorides, Esters, Anhydrides, and Amides
46. Aldol Reaction, Claisen Condensation, Acetoacetic and Malonic Ester Synthesis Reaction
47. Michael Addition, Intramolecular Aldol, Robinson Annulation, and Dieckmann Reaction
48. H-NMR, C-NMR, MS, and IR Spectroscopy
49. How To Determine The Number of Signals In a H-NMR Spectrum
50. Tollen’s Test, Iodoform Test, 2,4-DNP, Bromine Water, Chromic Acid and Lucas Reagent Test