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Table of Content

(Total Video Instruction Time Given in Parentheses)

Structure

Hydrocarbons

• Aliphatic
  • Alkanes
    • Normal or n-Alkanes, Video (38:57)
    • Iso and Neo Common Names, Video (20:43)
    • Common Names of Alkyl Radical, Video (19:43)
    • Systematic Names of Alkyl Radicals, Video (10:05)
    • Branched Acyclic Alkanes: Systematic Nomenclature, Video (16:20)
    • Mono Cyclic Alkanes, Video (17:01)
    • Cis and Trans on Mono Cyclic Alkanes, Video (27:50)
    • Cis and Trans on Bicyclic Alkanes: Von-Baeyer Nomenclature, Video (24:01)
    • Endo, Exo, Syn and Anti on Bicyclic Alkanes, Video (36:15)
    • Acyclic Alkanes with one Chiral Center: R, S Nomenclature, Video (36:52)
    • Acyclic Alkanes with two or more Chiral Centers, Video (41:08)
    • Alkanes Review, Video (35:55)
  • Alkenes
    • Acyclic Alkenes: E-Z Nomenclature, Video (28:36)
    • Mono Cyclic Alkenes, Video (4:56)
    • Most and Least Stable Alkenes (Answers Hidden), Video (11:02)
    • Cumulenes, Video (21:50)
  • Alkynes
    • Alkynes and Alkenynes, Video (14:07)
• Aromatic
  • Benzenoid Aromatics, Video (10:29)
  • Non-Benzenoid Aromatics, Video (10:53)
  • Anti and Non-Aromatic, Video (7:22)

Alcohol Derivatives

• Acyclic Alkyl Halides, Video (6:52)
• Acyclic Alcohols, Video (14:30)
• Acyclic Thiols, Video (7:23)
• Amines and Ammonium Salts, Video (12:38)
• Acyclic Ethers, Video (9:47)

Carbonyl Compounds

• Acyclic Aldehydes and Ketones, Video (15:17)
• Hydrates, Hemiacetals, Hemiketals, Acetals, Ketals, Enols, Enolates, Enol Ethers and Oxoniums, Video (36:20)
• Imines, Enamines, Hydrazones, and Oximes, Video (23:08)

Carboxylic Acid Derivatives

• Carboxylic Acids: Common and Systematic Nomenclature, Video (23:59)

Carbon Dioxide Derivatives

• Carbonates

Combination Functional Groups

• Smallest Example of a Functional Group, Video (11:15)
• Line Notation, Video (21:20)
• Benzene Derivatives, Video (14:27)
• Carbohydrates, (Open Form, Fischer Projection)Video (53:48), (Closed Form, Haworth Projection) Video (43:48), (Disaccharides) Video (53:11)
• alpha-Ammonium Carboxylates (Amino Acids), Video (27:21)
• Dipeptides with Essential Alpha-Amino Acids, Video (17:00)
• Lipids
• Steroids
• Aromatic Heterocycles, Video (2:05)
• Nucleotides
• Nucleic Acids
• Polymers

Reactivity

Alkanes

• Free Radical Halogenation of Alkanes
• Cracking
• Combustion

Alkyl Halides

• S_N2, S_N1, E1 and E2 Reactions of Alkyl Halides, Video (34:53)
• Dehydrohalogenation of Vicinal Dihalides (Under E2 Reactions?)

Alcohols

• Oxidation of Alcohols, Video (31:39)
• Dehydration of Alcohols to Alkenes (Answers Hidden), Video (27:20)

Ethers

• S_N1 and S_N2 Reactions of Epoxides, Video (17:25)
• Synthesis of Ethers from Alcohols and Alkyl Halides

Alkenes

• Alkene Addition Reactions, Video (13:14)
• Free Radical Substitution on Alkenes (Under Free Radical Halogenation Reactions?)
• Hydrohalogenation of Conjugated Alkadienes (Under Alkene Addition Reactions?)
• Pericyclic Reactions
  • Cyclo Additions-Diels Alder, Video (11:15)
  • Electrocyclic Reactions, Video (28:00)
• Synthetic Polymers

Alkynes

• Alkyne Substitution Reactions (Under S_N2 Reactions?)
• Alkyne Addition Reactions, Video (15:06)

Carbonyl Compounds

• Mechanism: The acid catalyzed synthesis of the ketal of cyclohexanone and ethane-1,2-diol, Video (36:49)
• Mechanism:  The acid catalyzed synthesis of the enol ether of 3-methylbutanone and methanol
• Mechanism:  The synthesis of the enamine of 2,2-dimethylcyclohexanone and pyrrolidine
• Mechanism:  The synthesis of triethylamine by reductive amination
• Mechanism:  The synthesis of pentan-3-ol from bromoethane and propanal
• Reductive Addition to Aldehydes and Ketones, Video (37:52)
• Reduction of Carbonyls to Methylenes
• Mechanism:  The Wittig reaction of iodomethane and cyclohexanone
• Wittig Reaction, Video (40:05)
• Enol and Enolate Reactions, Video (25:32)
• Aldol Reactions, Video (13:06)
• Additions to alpha,beta-Unsatured Carbonyl Compounds
• Michael Addition and Robison Annulation Reactions (Under Aldol)
• Carbohydrate Synthesis and Degradation

Benzene

• Synthesis of Benzene Derivatives, Video (6:45)
• Oxidation and Reduction of Benzene Derivatives
• Synthesis of Phenols
• Synthesis and Substitution of Arenediazonium Salts (Under Synthesis of Benzene Derivatives?)

Carboxylic Acid Derivatives

• Synthesis of Carboxylic Acids: The Baeyer-Villiger Reaction, The Beckmann Rearrangement (Rearrangement Reactions?)
• Mechanism:  The synthesis of caprolactone by the acid catalyzed Fischer esterifaction of 6-hydroxyhexanoic acid
• Mechanism:  The reaction of propanoic acid and methamamine with DCC
• Synthesis of Carboxylic Acid Derivatives from Carboxylic Acids, Video (27:56)
• Mechanism:  The reduction of N,N-diethylethanamide with diisobutylaluminum hydride
• Mechanism:  The reduction of methyl propanoate with methyl magnesium chloride and hydronium workup
• Reduction of Carboxylic Acid Derivatives, Video (41:47)
• Claisen Condensation Reactions, Video (25:08)

Carbonate Derivatives

• Synthesis of Carbonate Derivatives: The Hofmann Rearrangement

Multistep Syntheses

• Synthesis: Leaf Alcohol, Video (4:17)
• Synthesis:  Cascarillic Acid
• Synthesis:  A Limonene Isomer
• Synthesis:  A Norbonane Derivative
• Synthesis:  Acetaminophen
• Synthesis:  Ibuprofen
• Synthesis:  A Hormone Herbicide
• Synthesis:  A Synthetic Musk
• Synthesis:  Steroid Rings
• Synthesis:  Two Artificial Sweeteners
• Synthesis:  Optical Polarizers

Characterization

Physical Properties

• Acidity, pK_a
• Boiling Point
• Melting Point
• Solubility
• Optical Rotation

Nuclear Magnetic Resonance

• ¹H NMR of C₆H₁₄O Isomers (Answers Hidden), Video (36:07)
• ¹³C NMR of Acyclic Alkanes (Answers Hidden), Video (23:57)

Infrared Spectroscopy

• IR of C₄H₈O₂ Isomers (Answers Hidden), Video (4:22)

Ultra-Violet Visible Spectroscopy

• Conjugated and Isolated Alkadienes, Video (12:49)
• Graphical Huckel Method, Video (29:13)

Mass Spectrometry

Advanced

• Reactions of Conjugated Pi-Systems
• Electrocyclic Reactions-Advanced
• Cyclo Additions-Advanced
• Sigmatropic Rearrangements-Advanced
• Cationic Rearrangements-Advanced
• Anchimeric Rerrangements-Advanced
• Carbanion and Radical Rearrangments-Advanced
• Carbene Reactions-Advanced
• Photochemistry-Advanced
• Ene Reactions
• Cheletropic Reactions