Content Keyed to Problem Sets in the OCOL Workbook

Conversion to Line Drawings: Pages 4-5
Conversion from Line Drawings: Pages 6-7
Unshared Pairs of Electrons: Pages 8-9
Resonance Forms: Page 10
Identifying Isomers: Page 12
Identifying Structural Elements: Page 13
Alkane Nomenclature: Pages 14-15
Alkane Nomenclature II: Page 16
Conformational Stability: Page 17
Alkene Nomencalture: Page 19
Degrees of Unsaturation: Page 20
Carbocation Rearrangements: Page 21
Addition of HX to Alkenes: Page 22
Regiochemistry of Alkene Additions: Page 26
Alkene Reactions I: Page 27
Alkene Reactions II: Page 28
Alkene Reactions III: Page 29
Alkene Reactions IV: Page 30
Synthesis of Alkenes: Page 31
Reactions of Alkynes: Page 34
Recognizing Symmetry: Page 37
Identifying Chiral Centers: Page 38
Conversion to Fischer Projections: Page 39
Identifying Stereoisomers: Pages 40-41
Assigning Absolute Configuration: Pages 42-44
Optical Activity: Page 45
Reactions Generating Stereocenters: Pages 46-47
Nomenclature of Alkyl Halides: Page 53
Substitution Reactions: Page 54
Elimination Reactions: Page 55
More Reactions of Alkyl Halides: Page 56
Infrared Spectroscopy Problem Set: Pages 58-61
¹H NMR Problem Set: Pages 65-68
¹³C NMR Problem Set: Pages 68-70
Mass Spectroscopy Problem Set: Page 74
Integrated Spectroscopy Problem Sets: Pages 75-84
Cycloaddition Reactions: Page 88
Synthesis Utilizing Cycloadditions-I: Page 89
Synthesis Utilizing Cycloaddition Reactions-II: Page 90
Synthesis Utilizing Cycloaddition Reactions_iii: Page 91
Arene Nomencalture-I: Page 96
Arene Nomenclature-II: Page 97
Aromaticity: Page 98
Electrophilic Aromatic Substitution: Page 101
Arene Reactions: Page 102
Arenes in Multi-Step Synthesis: Pages 103-104
Nomenclature of Alcohols: Page 111
Preparation of Alcohols from Carbonyl Compounds: Page 112
Preparation of Alcohols by the Grignard Reactions: Page 113
Reactions of Alcohols: Page 114
Alcohols in Synthesis-I: Page 115
Alcohols in Synthesis-II: Page 116
Preparation and Reactions of Ethers: Page 117
Ethers in Synthesis: Page 118
Nomencature of Aldehydes & Ketones: Page 125
Reactions of Aldehydes & Ketones-I: Page 126
Reactions of Aldehydes & Ketones-II: Page 127
Synthesis of Aldehydes & Ketones-I: Page 128
Synthesis of Aldehydes & Ketones-II: Page 129
Nomenclature of Carboxylic Acids: Page 133
Reactions that Yield Carboxylic Acids: Page 134
Reactions of Carboxylic Acids: Page 135
Synthesis Utilizing Carboxylic Acids: Page 136
Nomenclature of Acyl Derivatives: Page 142
The Partitioning of Tetrahedral Intermediates: Page 144
Reactions that Yield Acyl Derivatives: Page 145
Reactions of Carboxylic Acid Derivatives: Page 145
Synthesis Utilizing Acyl Derivatives: Page 147
Carbonyl a-Substitution Reactions-I: Page 155
Carbonyl a-Substitution Reactions-II: Page 156
The Malonic Ester Synthesis: Page 157
The Acetoacetic Ester Synthesis: Page 158
Synthesis Utilizing Carbonyl a-Substitution: Page 159
Aldol-type Condensation Reactions: Page 167
The Claisen Condensation: Page 168
Conjugate Addition Reactions: Page 169
Condensations in Multistep Synthesis: Page 170
Nomenclature of Aliphatic and Arylamines: Page 180
Reactions of Amines: Page 181
Reactions of Arylamines: Page 182
Amines in Synthesis: Page 183
Reaction Mechanisms Problem Set: Pages 187-188

Chapters Keyed to McMurry, 5th Edition

Chapters 1, 2, 3 & 4: Structure & Bonding; Alkanes & Cycloalkanes
Chapter 5: Organic Reactions
Chapters 6, 7 & 8: Alkenes & Alkynes
Chapter 9: Stereochemistry
Chapters 10 & 11: Alkyl Halides
Chapters 12 & 13: Spectroscopy
Chapter 14: Conjugated Dienes
Chapters 15 & 16: Benzene & Aromaticity; Aromatic Substitution
Chapters 17 & 18: Alcohols & Thiols; Ethers, Epoxides & Sulfides
Chapter 19: Aldehydes & Ketones
Chapter 20: Carboxylic Acids
Chapter 21: Acyl Derivatives
Chapter 22: Carbonyl a-Substitution Reactions
Chapter 23: Carbonyl Condensation Reactions
Chapter 24: Aliphatic & Arylamies

Home Page

Absolute Configuration : Review
Absolute Configuration, Assigning
Acetoacetic Ester Synthesis: Review
Acetoacetic Ester Synthesis, Problems
Acids & Bases: Review
Acyl Derivatives : Review
Acyl Derivatives, Nomenclature : Review
Acyl Derivatives, Reactions of: Review
Acyl Derivatives, Reactions of
Acyl Derivatives, Reactions Yielding
Acyl Derivatives, Multi-Step Synthesis
Alcohols, Thiols and Ethers: Review
Alcohols & Thiols, Nomenclature: Review
Alcohols, Reactions Yielding : Review
Alcohols, Reactions: Review
Alcohol & Thiols, Nomenclature
Alcohols, from Reduction of Carbonyls
Alcohols, from the Grignard Reaction
Alcohols, Reactions
Alcohols, Synthesis - I
Alcohols, Synthesis - II
Aldehydes and Ketones: Review
Aldehydes and Ketones: Nomenclature : Review
Aldehydes and Ketones, Reactions of: Review
Aldehydes and Ketones, Reactions Yielding: Review
Aldehydes and Ketones, Conjugate Addition Reactions: Review
Aldehydes & Ketones, Nomenclature
Aldehydes & Ketones, Reactions I
Aldehydes & Ketones, Reactions II
Aldehydes & Ketones, Synthesis I
Aldehydes & Ketones, Multi-Step Synthesis
Aldol Condensation : Review
Aldol Condensation Reactions
Alkanes: Review
Alkanes & Cycloalkanes, Conformational Analysis: Review
Alkanes and Cycloalkanes: Structure, Bonding & Nomenclature: Review
Alkanes, Nomenclature: Review
Alkane/Cycloalkane, Nomenclature
Alkanes & Cycloalkanes, Nomenclature II
Alkenes & Alkynes: Review
Alkenes, Degrees of Unsaturation: Review
Alkenes, Nomenclature: Review
Alkenes, Addition Reactions & Markovnikov Regiochemistry: Review
Alkenes, Nomenclature
Alkenes, Addition & Oxidation Reactions: Review
Alkenes, Addition of HX
Alkenes, Reactions, I
Alkenes, Reactions, II
Alkenes, Reactions, III
Alkenes, Reactions, IV
Alkenes, Regiochemistry
Alkenes, Synthesis
Alkyl Halides, Elimination Reactions : Review
Alkyl Halides, Nomenclature : Review
Alkyl Halides, Substitution & Elimination Reactions: Review
Alkyl Halides, Substitution Reactions: Review
Alkyl Halides, Elimination Reactions
Alkyl Halides, Nomenclature
Alkyl Halides, Reactions
Alkyl Halides, Substitution Reactions
Alkynes & Alkenes: Review
Alkynes, Reactions : Review
Alkynes, Reactions
Amines, Aliphatic : Review
Amines, Aliphatic, Reactions of: Review
Amines, Aliphatic, Reactions Yielding: Review
Amines, Aliphatic, Nomenclature : Review
Amine, Aliphatic, Nomenclature
Amines, Multi-Step Synthesis
Amines, Aliphatic, Reactions
Arenes: Review
Arenes, Nomenclature: Review
Arenes, Multi-Step Synthesis
Arenes, Nomenclature - I
Arenes, Nomenclature - II
Arenes, Reactions
Aromatic Substitution, Electrophilic
Aromaticity, The 4n+2 Rule: Review
Aromaticity
Phenols : Review
Aryl Side-Chains, Reactions of: Review
Arylamines & Diazonium Salts, Reactions of: Review
Arylamines, Reactions of
Bonding in Organic Molecules: Review
Bonding, Ionic, Covalent & Polar: Review
Carbocation Rearrangements
Carbon & Proton NMR : Review
Carbon-13 NMR, Problem Set
Carbonyl a- Substitution : Review
Carbonyl a-Substitution Reactions - I
Carbonyl a-Substitution Reactions - II
Carbonyl a-Substitution, Synthesis
Carbonyl Condensation Reactions : Review
Carbonyl, a-b-Unsaturated, Addition Reactions
Carbonyl Conjugate Addition Reactions
Carbonyl Condensations: Reaction Sequences
Carbonyl, Substitution Reactions : Review
Carboxylic Acids : Review
Carboxylic Acid Derivatives, Nomenclature : Review
Carboxylic Acid Derivatives : Review
Carboxylic Acid Derivatives, Reactions of: Review
Carboxylic Acids, Nomenclature: Review
Carboxylic Acids, Reactions Yielding : Review
Carboxylic Acid Derivatives, Multi-Step Synthesis
Carboxylic Acid Derivatives, Reactions of
Carboxylic Acid Derivatives, Reactions Yielding
Carboxylic Acids, Reactions of
Carboxylic Acids, Reactions of: Review
Carboxylic Acids, Reactions Yielding
Carboxylic Acids, Synthesis
Chirality & Stereogenic Centers : Review
Chiral Centers, Identifying
Chiral Centers, Reactions Generating
Claisen Condensation : Review
Claisen Condensation Reactions
Conjugate Addition Reactions: Review
Conjugate Addition Reactions
Conjugated Dienes : Review
Cycloaddition Reactions : Review
Cycloaddition Reactions
Cycloaddition Reactions: Synthesis I
Cycloaddition Reactions: Synthesis II
Cycloaddition Reactions: Synthesis III
Cycloalkanes & Alkanes, Conformational Analysis: Review
Cycloalkanes and Alkanes: Structure, Bonding & Nomenclature: Review
Cycloalkanes, Nomenclature: Review
Cyclohexane, Boat-Chair Interconversions
Degrees of Unsaturation
Diazonium Salts, Reactions of: Review
Diels-Alder Reaction: Review
Diels-Alder Reactions
Diels-Alder Reactions: Synthesis I
Diels-Alder Reactions: Synthesis II
Diels-Alder Reactions: Synthesis III
Dienes, Ionic Addition Reactions : Review
Dienes, Nomenclature: Review
Electrophilic Aromatic Substitution: Review
Ethers and Alcohols: Review
Ethers, Reactions
Ethers, Synthesis
Ethers, Synthesis & Reactions: Review
Fischer Projections/Exchange Method: Review
Fisher Projections, Conversion to
Grignard Reaction : Review
Hybridization: Review
Infrared Spectroscopy: Review
Infrared Spectroscopy, Problem Set
Integrated Spectroscopy Problems
Isomerism in Carbon Compounds: Review
Isomers, Identifying
Ketones and Aldehydes , Reactions of: Review
Ketones and Aldehydes, Conjugate Addition Reactions: Review
Ketones and Aldehydes, Reactions Yielding: Review
Ketones and Aldehydes: Review
Ketones and Aldehydes: Nomenclature : Review
Line Drawings, Conversion from
Line Drawings, Conversion to
Malonic Ester Synthesis : Review
Malonic Ester Synthesis
Markovnikov Regiochemistry: Review
Mass Spectroscopy: Review
Mass Spectroscopy, Problem Set
NMR Spectronscopy: Review
Nucleophilic Aromatic Substitution : Review
Optical Activity : Review
Optical Activity
Orbitals, Atomic & Molecular: Review
Phenols, Reactions of: Review
Polyenes, Ionic Addition Reactions : Review
Polyenes, Nomenclature: Review
Proton & Carbon NMR : Review
Proton NMR, Problem Set
Quiz, Alkanes & Cycloalkanes
Quiz, Alkenes & Alkynes
Quiz, Spectroscopy
R/S Configuration : Review
R/S Configuration, Assigning
Resonance: Review
Resonance Forms, Drawing
Stereogenic Centers : Review
Stereoisomers: Review
Stereocenters, Identifying
Stereocenters, Reactions Generating
Stereoisomers, Identifying
Structural Elements, Identifying
Symmetry, Recognizing
Tetrahedral Intermediates, Partitioning of: Review
Tetrahedral Intermediates, Partitioning of
Unshared Pairs of Electrons
Valence & Hybridization: Review