Organic Chemistry Review

Organic Chemistry 2 Final Exam Test Review – Reagents & Reaction Mechanisms

This video provides a review of organic chemistry 2 in preparation for upcoming semester final exam. This video focuses mostly on reactions and how to identify the major product in addition to a few mechanisms as well.

Here’s the rest of the video:

Here is a list of topics included in this video:
1. Acid catalyzed Hydration of Alkenes – H3O+
2. Hydroboration Oxidation – BH3 THF H2O2 NaOH or OH-
3. Oxymercuration Demercuration – Hg(OAc)2, H2O, NaBH4
4. Ozonolysis – O3 with (CH3)2S
5. Hydrogenation of Alkynes Using H2 & Pt
6. Alkynes to trans alkene using Na and NH3
7. Alkyl Halides with H2O, CH3OH, NaOH and T-buoK / T-buOh
8. Radical Bromination of Alkanes & Alkenes – NBS & Br2 / hv
9. Alcohols With HBr, PBr3, SOCl2, & TsCl
10. Oxidation of primary, secondary, and tertiary alcohols Using PCC, Na2Cr2O7 With H2SO4 or H2CrO4
11. Reduction of Aldehydes & Ketones Using NaBH4 & H2 With Raney Ni
12. Reduction of Esters and Carboxylic Acids Using LiAlH4
13. Reduction of Acid Chlorides Using Grignard Reagents and Organolithium Reagents like CH3MgBr or CH3Li
14. Reduction Using DiBAH and Gilman Reagent (CH3)2CuLi – Organo copper lithium reagent
15. Carbon-Carbon Coupling Reactions Between Alkyl halides Using Mg or Li
16. Acid Catalyzed Dehydration of Alcohols Using H3PO4 and H2SO4
17. Electrophilic Aromatic Substitution Benzene Reactions – Nitration – HNO3 / H2SO4
18. Bromination – Br2 / FeBr3, Chlorination – Cl2 / FeCl3, Sulfonation – SO3 / H2SO4
19. Ortho para directing activators vs meta directing deactivators
20. Fridel Crafts Alkylation & Acylation – CH3Cl / AlCl3 & CH3COCl
21. Clemmensen Reduction Zn(Hg) / HCl and Wolff Kishner Reduction – N2H4 or H2N-NH2 / KOH
22. Benzene Side Chain Reactions – Oxidation with KmnO4 and H3O+
23. Nitrobenzene to Aniline Using Fe or Sn / HCl to Arenediazonium salt using NaNO2 / HCl or HNO2 / HONO
24. Sandmeyer Reaction Using CuBr, CuCl,CuCN, H3PO2, HBF4, or Cu2O / H3O+
25. Williamson Ether Synthesis Using Phenol, NaOH, and CH3Br
26. Pinacol Rearrangement and bimolecular dehydration of alcohols into ethers
27. Bromobenzene to aniline using NaNH2 – benzyne intermediate
28. p-bromonitrobenzene to p-nitrophenol using NaOH – nucleophilic aromatic substitution reaction via meisenheimer complex
29. 1,3-butadiene with Br2, HBr, and BrCl – Kinetic vs Thermodynamic Product
30. Diels Alder Reaction – 4 + 2 cycloaddition – endo vs exo product – cis & trans
31. Diene & Dienophile Reactivity – s-cis vs s-trans – electron donating & withdrawing groups
32. Acid catalyzed cleavage of ethers using HI or excess HBr
33. Epoxide Ring Opening Using Acidic Conditions – H3O+ or CH3OH / H+
34. Base Catalyzed Ring Opening of Epoxides Using CH3O- – less substituted carbon
35. Enolate Ion – Kinetic Product using LDA at low temperature vs Thermodynamic Product using NaH
36. Ketone to Imine Using primary Amines or to Enamine Using Secondary Amines
37. Direct Alkylation of Ketones Using Stork Enamine Reaction With CH3I
38. Alpha Hydrogen Substitution of Ketones Using Br2 and OH-
39. Haloform Reaction Using Excess I2 / KOH – Positive Iodoform Test – Yellow Precipitate
40. HVZ Reaction – Hell Volhard Zelinsky – PBr3, Br2 / H+, and H2O With a Carboxylic Acid
41. Wittig Reaction of Ketones to Alkenes Using PPh3, BuLi or Butyl lithium with ethyl iodide CH3CH2I
42. Nitrile With Grignard Reagent to Imine to Ketone
43. Acetal Protecting Groups Using ethylene glycol – HOCH2CH2Oh
44. Cyanohydrin formation of acetone using HCN
45. Primary Amines from alkyl halides, NH3, NaN3 azide, and Gabriel synthesis plus reductive amination
46. Carboxylic acid Derivatives, Acid Chlorides, Anhydrides, Esters, & Amides, Using Alcohols & Amines
47. Amide to Nitrile Using POCl3
48. Aldol Condensation Reaction Followed By Dehydration to Form Alpha Beta Unsaturated Aldehyde
49. Claisen Ester Condensation Reaction To Form Beta Keto Ester
50. Acetoacetic Ester Synthesis Reaction Using NaOCH2CH3 to form a Substituted Ketone
51. Malonic Ester Synthesis Reaction To Form Substituted Carboxylic Acid
52. Michael Addition Reaction Using a Michael Donor and Acceptor
53. Robinson Annulation Reaction Using Intramolecular Aldol Reaction
54. Dieckmann Condensation Reaction
55. Acidity / Pka of Carboxylic Acids, Alcohols, Phenols, Diketones, Acetoacetic ester, aldehydes, ketones, and aromatic heterocyclic compounds.